Diversity-oriented synthesis of 1,3-benzodiazepines

被引：23
作者：
Wang, Gaigai [1 ]
Liu, Chao [1 ]
Li, Binbin [1 ]
Wang, Yingchun [1 ]
Van Hecke, Kristof [2 ]
Van der Eycken, Erik V. [3 ,4 ]
Pereshivko, Olga P. [1 ]
Peshkov, Vsevolod A. [1 ]
机构：
[1] Soochow Univ, Coll Chem Chem Engn & Mat Sci, Dushu Lake Campus, Suzhou 215123, Peoples R China
[2] Univ Ghent, Dept Inorgan & Phys Chem, XStruct, Krijgslaan 281-S3, B-9000 Ghent, Belgium
[3] Univ Leuven KU Leuven, Dept Chem, LOMAC, Celestijnenlaan 200F, B-3001 Leuven, Belgium
[4] Peoples Friendship Univ Russia RUDN Univ, 6 Miklukho Maklaya St, Moscow 117198, Russia
来源：
TETRAHEDRON | 2017年 / 73卷 / 44期
基金：
比利时弗兰德研究基金会;
关键词：
A(3)-coupling; Propargylamines; Isocyanates; Reductive Heck reaction; 1,3-Benzodiazepines; Medium-rings; ANTI-DEPRESSANT AGENTS; ONE-POT SYNTHESIS; CATALYZED CYCLOISOMERIZATIONS; EFFICIENT SYNTHESIS; PROPARGYLIC UREAS; ALKYNES; CYCLOADDITION; DERIVATIVES; CHEMISTRY; STRATEGY;
D O I：
10.1016/j.tet.2017.09.034
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A concise assembly of the 1,3-benzodiazepine core from A(3')-coupling-derived propargylamines and ortho-bromophenylisocyanates is described. The developed synthetic sequence involves the addition of propargylamine to isocyanate followed by palladium-catalyzed intramolecular alkyne hydroarylation that could be accomplished in a stepwise or one-pot manner. (C) 2017 Elsevier Ltd. All rights reserved.
引用
收藏
页码：6372 / 6380
页数：9
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