A green approach for the regio- and stereo-selective syntheses of (Z)-3-methyleneisoindoline-1-ones in aqueous medium

被引：20
作者：
Chatterjee, Nivedita [1 ]
Sarkar, Swarbhanu [1 ]
Pal, Rammyani [1 ]
Sen, Asish Kumar [1 ]
机构：
[1] CSIR Indian Inst Chem Biol, Div Chem, Kolkata 700032, India
来源：
TETRAHEDRON LETTERS | 2013年 / 54卷 / 29期
关键词：
(Z)-3-Methyleneisoindoline-1-one; Cu-free Sonogashira; 2-(Phenylcarbamoyl)phenyl-1-H-imidazole-1-sulfonates; 5-Exo-dig cyclization; Sonication; Aqueous medium; ONE-POT SYNTHESIS; COPPER-FREE; HIGHLY REGIO; SONOGASHIRA; EFFICIENT; WATER; DERIVATIVES; HETEROANNULATION; COUPLINGS; PROFILE;
D O I：
10.1016/j.tetlet.2013.05.004
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A high yielding novel methodology was developed for the regio- and stereo-selective syntheses of (Z)-3-methyleneisoindoline-1-ones from substituted 2-phenylethynyl benzamides, generated in situ from 2(phenylcarbamoyl)phenyl-1-H-imidazole-1-sulfonates and corresponding alkyne by Cu-free Sonogashira cross-coupling-5-exo-dig-cyclization in aqueous medium under sonication. The compound could easily be purified by recrystallization from EtOAc without column chromatography. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码：3748 / 3751
页数：4
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