3-(3-hydroxypropyl)-phthalide 1, a phthalide isolated from the flowers of G. pedicellata Wall. has been synthesized in high yield from 2-carboxybenzaldehyde 3 in 2 steps. Reaction of 1 with 2,3-dihydroxybenzoic acid a...3-(3-hydroxypropyl)-phthalide 1, a phthalide isolated from the flowers of G. pedicellata Wall. has been synthesized in high yield from 2-carboxybenzaldehyde 3 in 2 steps. Reaction of 1 with 2,3-dihydroxybenzoic acid afforded pedicellosine 2, another phthalide from the leaves of G. pedicellata Wall.展开更多
An efficient and facile method for the synthesis of 3-indolyl-substituted phthalides by Friedel-Crafts alkylation of indoles with 3-hydroxyisobenzofuran-1(3H)-one has been developed. Using only 2 mol-% TsOH·H2O a...An efficient and facile method for the synthesis of 3-indolyl-substituted phthalides by Friedel-Crafts alkylation of indoles with 3-hydroxyisobenzofuran-1(3H)-one has been developed. Using only 2 mol-% TsOH·H2O as the catalyst, various substituted indoles can react smoothly at room temperature to give the corresponding phthalides products in good to excellent yields (up to 96%).展开更多
The reaction mechanism of the intramolecular cycloaddition of N-3-butenyl nitrone has been investigated theoretically by using AM1 MO method and transition state theory.There are two parallel reactions leading to two ...The reaction mechanism of the intramolecular cycloaddition of N-3-butenyl nitrone has been investigated theoretically by using AM1 MO method and transition state theory.There are two parallel reactions leading to two different regioisomers.The ratio of the rate constants of these two reactions was calculated to be 124.1(at 383.75 K).The obtained results can be used to explain the high regiospecificity of the reaction product.展开更多
The ruthenium-catalyzed intermolecular cascade cyclization of aromatic acids with aromatic aldehydes, which involves the direct insertion of C–H bond into a polar C=O bond and the successive intramolecular nucleophil...The ruthenium-catalyzed intermolecular cascade cyclization of aromatic acids with aromatic aldehydes, which involves the direct insertion of C–H bond into a polar C=O bond and the successive intramolecular nucleophilic substitution, was developed for the synthesis of 3-substituted phthalides in good to excellent yields. This one-pot procedure characterizes in a short reaction time, the cheaper Ru(II) as a catalyst, readily available acids and aldehydes as starting materials, and water as the only theoretical by-product.These merits make the protocol an efficient and cost-effective route for the synthesis of 3-substituted phthalides.展开更多
文摘3-(3-hydroxypropyl)-phthalide 1, a phthalide isolated from the flowers of G. pedicellata Wall. has been synthesized in high yield from 2-carboxybenzaldehyde 3 in 2 steps. Reaction of 1 with 2,3-dihydroxybenzoic acid afforded pedicellosine 2, another phthalide from the leaves of G. pedicellata Wall.
文摘An efficient and facile method for the synthesis of 3-indolyl-substituted phthalides by Friedel-Crafts alkylation of indoles with 3-hydroxyisobenzofuran-1(3H)-one has been developed. Using only 2 mol-% TsOH·H2O as the catalyst, various substituted indoles can react smoothly at room temperature to give the corresponding phthalides products in good to excellent yields (up to 96%).
文摘The reaction mechanism of the intramolecular cycloaddition of N-3-butenyl nitrone has been investigated theoretically by using AM1 MO method and transition state theory.There are two parallel reactions leading to two different regioisomers.The ratio of the rate constants of these two reactions was calculated to be 124.1(at 383.75 K).The obtained results can be used to explain the high regiospecificity of the reaction product.
基金supported by the National Science Foundation of China (21572122, 21376146)Shaanxi Innovative Team of Key Science and Technology (2013KCT-17)the Fundamental Research Funds for the Central Universities (GK201703019, GK 201601005)
文摘The ruthenium-catalyzed intermolecular cascade cyclization of aromatic acids with aromatic aldehydes, which involves the direct insertion of C–H bond into a polar C=O bond and the successive intramolecular nucleophilic substitution, was developed for the synthesis of 3-substituted phthalides in good to excellent yields. This one-pot procedure characterizes in a short reaction time, the cheaper Ru(II) as a catalyst, readily available acids and aldehydes as starting materials, and water as the only theoretical by-product.These merits make the protocol an efficient and cost-effective route for the synthesis of 3-substituted phthalides.
