facile one-step method is presented for the synthesis of indolizines in moder-ate to high yields by reaction of pyridinium, quinolinium and isoquinolinium ylideswith acrylonitrile, methyl acrylate and diethyl maleate ...facile one-step method is presented for the synthesis of indolizines in moder-ate to high yields by reaction of pyridinium, quinolinium and isoquinolinium ylideswith acrylonitrile, methyl acrylate and diethyl maleate respectively in the presenceof tetrakis-pyridino-cobalt(Ⅱ)dichromate (TPCD) in DMF.展开更多
Reaction</span><span style="font-family:""><span style="font-family:Verdana;"> of ethyl (Z)-3-(heteroaryl/aryl)-2-((triphenyl-</span><i><span style="font-...Reaction</span><span style="font-family:""><span style="font-family:Verdana;"> of ethyl (Z)-3-(heteroaryl/aryl)-2-((triphenyl-</span><i><span style="font-family:Verdana;">λ</span></i><sup><span style="font-family:Verdana;">5</span></sup><span style="font-family:Verdana;">-phosphaneylidene) amino) acrylates intermediates with 2,3-thiophenedicarboxaldehyde w</span></span><span style="font-family:Verdana;">as</span><span style="font-family:Verdana;"> used</span><span style="font-family:Verdana;"> in novel Tandem three consecutive reactions: aza-Wittig, imine condensation and electrophilic heteroaromatic cyclization to obtain a series of indolizines. A tentative mechanism of this reaction is proposed.展开更多
A rhodium-catalyzed directing group promoted selective C-H olefination reaction of indolizines at the 8-position is re ported.Di-olefination at 2,8-positions also achieved with silver hexafluoroantimonate as an additi...A rhodium-catalyzed directing group promoted selective C-H olefination reaction of indolizines at the 8-position is re ported.Di-olefination at 2,8-positions also achieved with silver hexafluoroantimonate as an additive under similar reaction conditions.Weakly coordinating groups,such as ketone,alde hyde,amide and ester,were used as directing groups.The ester group can be removed under acid conditions and therefore is used as a traceless directing group.展开更多
Palladium-catalyzed oxidative formal [4 + 1] annulation of pyridine-substituted acrylonitriles toward divergent fused N-heterocycles synthesis is reported. The heterodifunctionalization reaction with Cu(OAc);and urea ...Palladium-catalyzed oxidative formal [4 + 1] annulation of pyridine-substituted acrylonitriles toward divergent fused N-heterocycles synthesis is reported. The heterodifunctionalization reaction with Cu(OAc);and urea as the nitrogen source accesses to nitrile-substituted pyrazolo[1,5-a]pyridines in moderate to good yields, while the homodifunctionalization reaction with FeBr;leads to synthesis of nitrilesubstituted indolizines in excellent yields.展开更多
A chemoselective synthesis of novel indolizine derivatives were reported via three-component reactions of aminopyridines, acetylenic diesters and a-halo ketones. In these reactions, the zwitterion generated from amino...A chemoselective synthesis of novel indolizine derivatives were reported via three-component reactions of aminopyridines, acetylenic diesters and a-halo ketones. In these reactions, the zwitterion generated from aminopyridines and acetylenic diesters reacted with a-halo ketones to produce indolizine skeleton in good to high yields under mild reaction conditions.展开更多
A one-pot sequential reaction for efficient synthesis of pyrrolo[2,1-a]isoquinoline and pyrrolo[1,2-a]quinoline derivatives has been developed.The reaction included firstly the Cu-catalyzed three-component reaction of...A one-pot sequential reaction for efficient synthesis of pyrrolo[2,1-a]isoquinoline and pyrrolo[1,2-a]quinoline derivatives has been developed.The reaction included firstly the Cu-catalyzed three-component reaction of isoquinoline(quinoline),acetylenedicarboxylate and alkynylbenzene and then Cs 2 CO 3-promoted intramolecular cyclization reaction of initially formed 1-alkenyl-2-alkynyl-1,2-dihydroisoquinoline(1,2-dihydroquinoline).展开更多
Comprehensive Summary A family of polyaryl 2-(pyridin-2-yl)phenol-based four-coordinate organoboron complexes were prepared in good yields via deconstructive cycloaromatization of indolizines,cyclopropenones,and boric...Comprehensive Summary A family of polyaryl 2-(pyridin-2-yl)phenol-based four-coordinate organoboron complexes were prepared in good yields via deconstructive cycloaromatization of indolizines,cyclopropenones,and boric acids.The photoluminescence measurements have revealed that these N,Oπ-conjugated tetracoordinate boron complexes display bright fluorescence,large Stokes shifts,and good quantum yields(Φlum=0.15-0.45).In addition,the DFT calculations were carried out to deepen the understanding of the electronic structures and optoelectronic properties of these structurally unprecedented tetracoordinate boron complexes.展开更多
A sequential one-pot two-step reaction for efficient synthesis of pyrrolo[2,1-a]isoquinoline and pyrrolo[1,2-a]- quinoline derivatives in good yields has been successfully developed. The reaction included firstly Cu-c...A sequential one-pot two-step reaction for efficient synthesis of pyrrolo[2,1-a]isoquinoline and pyrrolo[1,2-a]- quinoline derivatives in good yields has been successfully developed. The reaction included firstly Cu-catalyzed three-component reaction of isoquinoline (quinoline), acetylenedicarboxylate and alkynylbenzene and then Pd-catalyzed intramolecular C(sp)-C(sp^2) coupling reaction of initially formed 1-alkenyl-2-alkynyl- 1,2-dihydroiso- quinoline (1,2-dihydroquinoline).展开更多
Swainsonine (1) belongs to the family of indolizine alkaloid with strong neurologically toxic effects on herbivorous livestock. Recently, a great amount of evidence confirmed that this alkaloid displayed a wide rang...Swainsonine (1) belongs to the family of indolizine alkaloid with strong neurologically toxic effects on herbivorous livestock. Recently, a great amount of evidence confirmed that this alkaloid displayed a wide range of bioactivities especially anti-cancer biological effects. The potential targets of swainsonine (1) were now revealed to be the mannosidase and Golgi mannosidase 1I. Its low yield in plants or fungi, and no economically total synthesis route in practice as the key bottleneck restricted its further structure- activities relationships (SAR) investigation in drug discovery. This mini-review highlighted the biosynthetic advance of swainsonine (1) from 1973 to 2017 based on the results of isotope-labelled experiments and the recent research of its biosynthetic gene cluster, which could provide some thoughts for further biosynthetic investigation and efficiently biomimetic synthesis of swainsonine (1) in order to increase its output in practice.展开更多
文摘facile one-step method is presented for the synthesis of indolizines in moder-ate to high yields by reaction of pyridinium, quinolinium and isoquinolinium ylideswith acrylonitrile, methyl acrylate and diethyl maleate respectively in the presenceof tetrakis-pyridino-cobalt(Ⅱ)dichromate (TPCD) in DMF.
文摘Reaction</span><span style="font-family:""><span style="font-family:Verdana;"> of ethyl (Z)-3-(heteroaryl/aryl)-2-((triphenyl-</span><i><span style="font-family:Verdana;">λ</span></i><sup><span style="font-family:Verdana;">5</span></sup><span style="font-family:Verdana;">-phosphaneylidene) amino) acrylates intermediates with 2,3-thiophenedicarboxaldehyde w</span></span><span style="font-family:Verdana;">as</span><span style="font-family:Verdana;"> used</span><span style="font-family:Verdana;"> in novel Tandem three consecutive reactions: aza-Wittig, imine condensation and electrophilic heteroaromatic cyclization to obtain a series of indolizines. A tentative mechanism of this reaction is proposed.
基金Jiangsu Province(No.BK20161307 and“333”Talents Project for H.Hu)Huaiyin Normal University(No.JSKC18014)for their financial support。
文摘A rhodium-catalyzed directing group promoted selective C-H olefination reaction of indolizines at the 8-position is re ported.Di-olefination at 2,8-positions also achieved with silver hexafluoroantimonate as an additive under similar reaction conditions.Weakly coordinating groups,such as ketone,alde hyde,amide and ester,were used as directing groups.The ester group can be removed under acid conditions and therefore is used as a traceless directing group.
基金financial support from the Natural Science Foundation of Jiangxi Provincial Education Department (Nos. GJJ201422, GJJ190754, GJJ190776)Science and Technology Project of Ganzhou City。
文摘Palladium-catalyzed oxidative formal [4 + 1] annulation of pyridine-substituted acrylonitriles toward divergent fused N-heterocycles synthesis is reported. The heterodifunctionalization reaction with Cu(OAc);and urea as the nitrogen source accesses to nitrile-substituted pyrazolo[1,5-a]pyridines in moderate to good yields, while the homodifunctionalization reaction with FeBr;leads to synthesis of nitrilesubstituted indolizines in excellent yields.
基金supported by the Research Council of the University of Mazandaran,Iran
文摘A chemoselective synthesis of novel indolizine derivatives were reported via three-component reactions of aminopyridines, acetylenic diesters and a-halo ketones. In these reactions, the zwitterion generated from aminopyridines and acetylenic diesters reacted with a-halo ketones to produce indolizine skeleton in good to high yields under mild reaction conditions.
基金Supported by the National Natural Science Foundation of China(No.21172189)
文摘A one-pot sequential reaction for efficient synthesis of pyrrolo[2,1-a]isoquinoline and pyrrolo[1,2-a]quinoline derivatives has been developed.The reaction included firstly the Cu-catalyzed three-component reaction of isoquinoline(quinoline),acetylenedicarboxylate and alkynylbenzene and then Cs 2 CO 3-promoted intramolecular cyclization reaction of initially formed 1-alkenyl-2-alkynyl-1,2-dihydroisoquinoline(1,2-dihydroquinoline).
基金supported by the Science and Technology Innovation Project of Guangdong Drug Administration(2021TDB36,2021ZDB14)Special Fund for Scientific and Technological Innovation Strategy of Guangdong Province(pdjh2023b0281).
文摘Comprehensive Summary A family of polyaryl 2-(pyridin-2-yl)phenol-based four-coordinate organoboron complexes were prepared in good yields via deconstructive cycloaromatization of indolizines,cyclopropenones,and boric acids.The photoluminescence measurements have revealed that these N,Oπ-conjugated tetracoordinate boron complexes display bright fluorescence,large Stokes shifts,and good quantum yields(Φlum=0.15-0.45).In addition,the DFT calculations were carried out to deepen the understanding of the electronic structures and optoelectronic properties of these structurally unprecedented tetracoordinate boron complexes.
文摘A sequential one-pot two-step reaction for efficient synthesis of pyrrolo[2,1-a]isoquinoline and pyrrolo[1,2-a]- quinoline derivatives in good yields has been successfully developed. The reaction included firstly Cu-catalyzed three-component reaction of isoquinoline (quinoline), acetylenedicarboxylate and alkynylbenzene and then Pd-catalyzed intramolecular C(sp)-C(sp^2) coupling reaction of initially formed 1-alkenyl-2-alkynyl- 1,2-dihydroiso- quinoline (1,2-dihydroquinoline).
基金financial support from the National Natural Science Foundation of China(No. 31570340, for G. Ding)The National Key Research and Development Program of China (No. 2017ZX09101003-006-006)the Central Public-interest Scientific Institution Basal Research Fund for Chinese Academy of Agricultural Sciences(No.502-17)
文摘Swainsonine (1) belongs to the family of indolizine alkaloid with strong neurologically toxic effects on herbivorous livestock. Recently, a great amount of evidence confirmed that this alkaloid displayed a wide range of bioactivities especially anti-cancer biological effects. The potential targets of swainsonine (1) were now revealed to be the mannosidase and Golgi mannosidase 1I. Its low yield in plants or fungi, and no economically total synthesis route in practice as the key bottleneck restricted its further structure- activities relationships (SAR) investigation in drug discovery. This mini-review highlighted the biosynthetic advance of swainsonine (1) from 1973 to 2017 based on the results of isotope-labelled experiments and the recent research of its biosynthetic gene cluster, which could provide some thoughts for further biosynthetic investigation and efficiently biomimetic synthesis of swainsonine (1) in order to increase its output in practice.