An efficient synthesis of 2, 3-disubstituted indole derivatives through low-valent titanium induced reductive cyclization of acylamido carbonyl compounds is described.
Low-valent titanium reagent prepared from titanium tetrachloride and zinc was empolyed to induce the coupling reaction of thiocyanates with tetrahydrofuran yield alkyl 4-hydroxy butyl sulfide and isocyanate yield subs...Low-valent titanium reagent prepared from titanium tetrachloride and zinc was empolyed to induce the coupling reaction of thiocyanates with tetrahydrofuran yield alkyl 4-hydroxy butyl sulfide and isocyanate yield substituted urea.展开更多
The reductive coupling reactions of aryl sulfonyl chloride induced by (TiCl4-Zn) reagent affords diaryl disulfide. However, reaction of aryl sulfonyl chloride with α,β-unsaturated ester under the same condition affo...The reductive coupling reactions of aryl sulfonyl chloride induced by (TiCl4-Zn) reagent affords diaryl disulfide. However, reaction of aryl sulfonyl chloride with α,β-unsaturated ester under the same condition affords β-arylsulfo ester.展开更多
Low-valent titanium reagent prepared in situ from TiCl_4 and Zn was employed to induce the intramolecular coupling of nitro group with carbonyl group to give substituted hydroxyl pyrrolines, pyrroles and lactam in goo...Low-valent titanium reagent prepared in situ from TiCl_4 and Zn was employed to induce the intramolecular coupling of nitro group with carbonyl group to give substituted hydroxyl pyrrolines, pyrroles and lactam in good yields.展开更多
Treatment of acyl chlorides and diaryl ketones with an activated Ti(o)reagent,prepared by reduction of TiCl_4 with Zn powder,effects an intermolecular reductive cross-coupling reaction leading to ketones.
The intramolecular reductive coupling reaction of 1,6-bis(subshtuted indolyl)hexane-1,6-dione using zero-valent titanium reagent as catalyst proderes the novel photochromic 1,2-diheterocyclic cyclohexenes 2, together ...The intramolecular reductive coupling reaction of 1,6-bis(subshtuted indolyl)hexane-1,6-dione using zero-valent titanium reagent as catalyst proderes the novel photochromic 1,2-diheterocyclic cyclohexenes 2, together with unexpected compounds 3展开更多
The title compound （C28H19Cl2N） has been synthesized by the reaction of dibenzoylmethane and N-（4-chlorobenzylidene）-4-chlorobenzenamine promoted by low-valent titanium reagent, and characterized by elemental anal...The title compound （C28H19Cl2N） has been synthesized by the reaction of dibenzoylmethane and N-（4-chlorobenzylidene）-4-chlorobenzenamine promoted by low-valent titanium reagent, and characterized by elemental analysis, IR, ^1H NMR and X-ray single-crystal diffraction. The crystal belongs to monoclinic, space group P2 1/C with a = 9.952（2）, b = 9.863（2）, c = 23.460（6） A, β = 99.62（2）°, V = 2270.4（9） A^3, Mr = 440.34, Z = 4, Dc = 1.288 g/cm^3, μ（MoKa） = 0.301 mm^-1, F（000） = 912, the final R = 0.0387 and wR = 0.0793. X-ray analysis reveals that the four phenyl rings in the pyrrole ring are not coplanar.展开更多
The title compound 2,2-pentamethylene-1,2,3,4-tetrahydroquinazolin-4-one is of monoclinic, space group P21/n with a = 10.387(1), b = 10.954(2), c = 10.827(2) ? b = 110.77(1), C13H16N2O, Mr = 216.28, Z = 4, V = 1151.8(...The title compound 2,2-pentamethylene-1,2,3,4-tetrahydroquinazolin-4-one is of monoclinic, space group P21/n with a = 10.387(1), b = 10.954(2), c = 10.827(2) ? b = 110.77(1), C13H16N2O, Mr = 216.28, Z = 4, V = 1151.8(4) 3, Dc = 1.247 g/cm3, m(MoKa) = 0.080 mm-1, F(000) = 464, R = 0.0499 and wR = 0.1217 for 1575 observed reflections (I > 2s(I)). X-ray analysis reveals that the pyrimidine and cyclohexane rings adopt half-chair and chair configurations, respectively. In addition, there exists an intermolecular hydrogen bond (N(1)H(1)…O) in the product molecule.展开更多
The title compound 1-（4-chlorophenyl）-2-cyano-3-amino-3a-hydroxy-3a,3b,6,7- tetrahydro-benzo[4,5]indene 2, has been synthesized by the reductive cyclization of 2-cyano-3- （4-chlorophenyl）-3-（1-tetralon-2-yl） pro...The title compound 1-（4-chlorophenyl）-2-cyano-3-amino-3a-hydroxy-3a,3b,6,7- tetrahydro-benzo[4,5]indene 2, has been synthesized by the reductive cyclization of 2-cyano-3- （4-chlorophenyl）-3-（1-tetralon-2-yl） propionitrile 1 induced by low-valent titanium reagent and its structure was determined by single-crystal X-ray diffraction. The crystal belongs to monoclinic, space group C2/c with a = 28.244（7）, b = 14.401（3）, c = 21.245（3）A,β= 115.71（2）°, V = 7786（3）A^3, Mr= 696.13, Dc = 1.188 g/cm^3, Z = 8,μ（MoKα） = 0.208 mm^-1, F（000） = 2916, R = 0.0783 and wR = 0.2350. X-ray analysis reveals that the five-membered ring （C（7）～C（l l）） adopts an envelop conformation, while the six-membered ring （C（10）～C（14）, C（19）） has a half-chair conformation. Meanwhile, intermolecular H-bond interactions result in the formation of polymer.展开更多
The title compound C35H30Br2O3 （C32H24Br2O2·CH3COCH3） has been synthesized by the dimerization of 2-（4＇-bromobenzal）-1-indenone induced by low-valent titanium reagent, and characterized by elemental analysis...The title compound C35H30Br2O3 （C32H24Br2O2·CH3COCH3） has been synthesized by the dimerization of 2-（4＇-bromobenzal）-1-indenone induced by low-valent titanium reagent, and characterized by elemental analysis, IR,^1H NMR and X-ray single-crystal diffraction. The crystal belongs to triclinic, space group P1^- with a = 10.273（7）, b = 11.036（7）, c = 13.944（9） ,A°, a = 73.972（9）, β =76.577（10）,γ= 88.871（10）°, V = 1476.3（17）A°^3, Mr = 658.41, Z = 2, Dr = 1.481 g/cm^3, μ（MoKa） = 2.780 mm^-1, F（000） = 668, the final R = 0.0452 and wR = 0.0975. X-ray analysis reveals that the two cyclopentane rings spiro-fused each other adopt envelope conformations, while the other cyclopentane ring （C（1）--C（2）-C（7）-C（9）） is coplanar. In addition, there is a classical intermolecular hydrogen bond O（1）-H（1）...O（2） connecting the adjacent molecules into dimers.展开更多
The crystal and molecular structure of 3,4-trans-4, 5-trans-2-amino-3cyano-1, 3-diethyloxy carbonyl-4, 5-di (4-chlorophenyl ) cyclopentene has been determined by X-ray diffraction method. The crystal (C24H22O4N2Cl2, M...The crystal and molecular structure of 3,4-trans-4, 5-trans-2-amino-3cyano-1, 3-diethyloxy carbonyl-4, 5-di (4-chlorophenyl ) cyclopentene has been determined by X-ray diffraction method. The crystal (C24H22O4N2Cl2, Mr = 473. 35) ismonoclinic with space group P21/c, a= 6. 923(1), b= 33. 178(5), c= 10. 644 (3)β=99. 86(2)°, V=2408. 8(8) A3, Z= 4, Dc= 1. 305g/cm3,μ(MoKa) = 3. 01cm-1,F(000) =984, R=0. 052, Rw=0. 067 for 2147 observed reflections (I】3(I)). Thephenyl groups and the alkoxy carbonyl group are in equatorial positions. The phenylgroups form dihedral angles bf 70. 67 and 66. 74° with the central five-membered ring.展开更多
文摘An efficient synthesis of 2, 3-disubstituted indole derivatives through low-valent titanium induced reductive cyclization of acylamido carbonyl compounds is described.
文摘Low-valent titanium reagent prepared from titanium tetrachloride and zinc was empolyed to induce the coupling reaction of thiocyanates with tetrahydrofuran yield alkyl 4-hydroxy butyl sulfide and isocyanate yield substituted urea.
文摘The reductive coupling reactions of aryl sulfonyl chloride induced by (TiCl4-Zn) reagent affords diaryl disulfide. However, reaction of aryl sulfonyl chloride with α,β-unsaturated ester under the same condition affords β-arylsulfo ester.
文摘Low-valent titanium reagent prepared in situ from TiCl_4 and Zn was employed to induce the intramolecular coupling of nitro group with carbonyl group to give substituted hydroxyl pyrrolines, pyrroles and lactam in good yields.
文摘Treatment of acyl chlorides and diaryl ketones with an activated Ti(o)reagent,prepared by reduction of TiCl_4 with Zn powder,effects an intermolecular reductive cross-coupling reaction leading to ketones.
文摘The intramolecular reductive coupling reaction of 1,6-bis(subshtuted indolyl)hexane-1,6-dione using zero-valent titanium reagent as catalyst proderes the novel photochromic 1,2-diheterocyclic cyclohexenes 2, together with unexpected compounds 3
基金the the Natural Science Foundation of Heilongjiang Province of China，the National Natural Science Foundation of China，the Doctoral Scientific Research Foundation of Harbin University of Commerce
基金This work was supported by the Natural Science Foundation of Jiangsu Education Department (No. 03KJB 150136)
文摘The title compound （C28H19Cl2N） has been synthesized by the reaction of dibenzoylmethane and N-（4-chlorobenzylidene）-4-chlorobenzenamine promoted by low-valent titanium reagent, and characterized by elemental analysis, IR, ^1H NMR and X-ray single-crystal diffraction. The crystal belongs to monoclinic, space group P2 1/C with a = 9.952（2）, b = 9.863（2）, c = 23.460（6） A, β = 99.62（2）°, V = 2270.4（9） A^3, Mr = 440.34, Z = 4, Dc = 1.288 g/cm^3, μ（MoKa） = 0.301 mm^-1, F（000） = 912, the final R = 0.0387 and wR = 0.0793. X-ray analysis reveals that the four phenyl rings in the pyrrole ring are not coplanar.
基金This work was supported by'Surpassing Project'(No. QL98001) and the Education Committee Natural Science Foundation (No. 00KJB150008) of Jiangsu province
文摘The title compound 2,2-pentamethylene-1,2,3,4-tetrahydroquinazolin-4-one is of monoclinic, space group P21/n with a = 10.387(1), b = 10.954(2), c = 10.827(2) ? b = 110.77(1), C13H16N2O, Mr = 216.28, Z = 4, V = 1151.8(4) 3, Dc = 1.247 g/cm3, m(MoKa) = 0.080 mm-1, F(000) = 464, R = 0.0499 and wR = 0.1217 for 1575 observed reflections (I > 2s(I)). X-ray analysis reveals that the pyrimidine and cyclohexane rings adopt half-chair and chair configurations, respectively. In addition, there exists an intermolecular hydrogen bond (N(1)H(1)…O) in the product molecule.
基金This work was supported by the Education Committee Natural Science Foundation (No. 03KJB 150136).
文摘The title compound 1-（4-chlorophenyl）-2-cyano-3-amino-3a-hydroxy-3a,3b,6,7- tetrahydro-benzo[4,5]indene 2, has been synthesized by the reductive cyclization of 2-cyano-3- （4-chlorophenyl）-3-（1-tetralon-2-yl） propionitrile 1 induced by low-valent titanium reagent and its structure was determined by single-crystal X-ray diffraction. The crystal belongs to monoclinic, space group C2/c with a = 28.244（7）, b = 14.401（3）, c = 21.245（3）A,β= 115.71（2）°, V = 7786（3）A^3, Mr= 696.13, Dc = 1.188 g/cm^3, Z = 8,μ（MoKα） = 0.208 mm^-1, F（000） = 2916, R = 0.0783 and wR = 0.2350. X-ray analysis reveals that the five-membered ring （C（7）～C（l l）） adopts an envelop conformation, while the six-membered ring （C（10）～C（14）, C（19）） has a half-chair conformation. Meanwhile, intermolecular H-bond interactions result in the formation of polymer.
基金This work was supported by the Natural Science Foundation of Jiangsu Education Department (No. 03KJB 150136)
文摘The title compound C35H30Br2O3 （C32H24Br2O2·CH3COCH3） has been synthesized by the dimerization of 2-（4＇-bromobenzal）-1-indenone induced by low-valent titanium reagent, and characterized by elemental analysis, IR,^1H NMR and X-ray single-crystal diffraction. The crystal belongs to triclinic, space group P1^- with a = 10.273（7）, b = 11.036（7）, c = 13.944（9） ,A°, a = 73.972（9）, β =76.577（10）,γ= 88.871（10）°, V = 1476.3（17）A°^3, Mr = 658.41, Z = 2, Dr = 1.481 g/cm^3, μ（MoKa） = 2.780 mm^-1, F（000） = 668, the final R = 0.0452 and wR = 0.0975. X-ray analysis reveals that the two cyclopentane rings spiro-fused each other adopt envelope conformations, while the other cyclopentane ring （C（1）--C（2）-C（7）-C（9）） is coplanar. In addition, there is a classical intermolecular hydrogen bond O（1）-H（1）...O（2） connecting the adjacent molecules into dimers.
文摘The crystal and molecular structure of 3,4-trans-4, 5-trans-2-amino-3cyano-1, 3-diethyloxy carbonyl-4, 5-di (4-chlorophenyl ) cyclopentene has been determined by X-ray diffraction method. The crystal (C24H22O4N2Cl2, Mr = 473. 35) ismonoclinic with space group P21/c, a= 6. 923(1), b= 33. 178(5), c= 10. 644 (3)β=99. 86(2)°, V=2408. 8(8) A3, Z= 4, Dc= 1. 305g/cm3,μ(MoKa) = 3. 01cm-1,F(000) =984, R=0. 052, Rw=0. 067 for 2147 observed reflections (I】3(I)). Thephenyl groups and the alkoxy carbonyl group are in equatorial positions. The phenylgroups form dihedral angles bf 70. 67 and 66. 74° with the central five-membered ring.
