Base mediated 7-exo-dig intramolecular cyclization of Ugi-propargyl precursors: a highly efficient and regioselective synthetic approach toward diverse 1,4-benzoxazepine-5(2H)-ones

被引：14

作者：

Pandey, Shashi ^{[1
]}

Kumar, S. Vinod ^{[1
]}

Kant, Ruchir ^{[2
]}

Chauhan, Prem M. S. ^{[1
]}

机构：

[1] CSIR Cent Drug Res Inst, Med & Proc Chem Div, Lucknow 226031, Uttar Pradesh, India

[2] CSIR Cent Drug Res Inst, Mol & Struct Biol Div, Lucknow 226031, Uttar Pradesh, India

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2014年 / 12卷 / 29期

关键词：

REVERSE-TRANSCRIPTASE; HETEROCYCLES; DERIVATIVES; AGENTS; CONSTRUCTION; POTENT; PYRIDOBENZOXAZEPINE; HYDROARYLATION; INHIBITORS; ISOCYANIDE;

D O I：

10.1039/c4ob00793j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A metal-free facile and efficient two-step synthetic protocol for the preparation of 1,4-benzoxazepine-5(2H)-one derivatives has been developed. The protocol involves Ugi reaction followed by K2CO3 mediated highly regioselective 7-exo-dig intramolecular cyclization of less-nucleophilic oxygen with the pendant alkyne moiety of an Ugi-propargyl precursor to afford the 1,4-benzoxazepine- 5(2H)-one derivatives in good to excellent yields.

引用

页码：5346 / 5350

页数：5