A regioselective synthesis of 3-benzazepinones via intramolecular hydroamidation of acetylenes

被引：57

作者：

Yu, Ying ^{[1
]}

Stephenson, Gregory A. ^{[1
]}

Mitchell, David ^{[1
]}

机构：

[1] Eli Lilly & Co, Lilly Corp Ctr, Chem Prod R&D, Lilly Res Labs, Indianapolis, IN 46285 USA

来源：

TETRAHEDRON LETTERS | 2006年 / 47卷 / 23期

关键词：

D O I：

10.1016/j.tetlet.2006.03.198

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Synthesis of 3-benzazepinones by palladium-catalyzed intramolecular addition of amides to alkynes is achieved. Phenyl acetylenes substituted in the ortho-position with tethered amide functionality were prepared in a few steps from readily available starting materials. It was found that 5% Pd(OAc)(2)(PPh3)(2) and KOH most effectively promoted cyclization. When the tethered group is an acetamide and an alkyl substituent is on the acetylene unit, regioselective 3-benzazepinone synthesis could be achieved in good yields. (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：3811 / 3814

页数：4

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