Sequential C-N and C-O Bond Formation in a Single Pot: Synthesis of 2H-Benzo[b][1,4]oxazines from 2,5-Dihydroxybenzaldehyde and Amino acid Precursors

被引：14

作者：

Iqbal, Javed ^{[1
]}

Tangellamudi, Neelima D. ^{[1
]}

Dulla, Balakrishna ^{[1
,2
]}

Balasubramanian, Sridhar ^{[3
]}

机构：

[1] Univ Hyderabad Campus, Inst Life Sci, Dept Med Chem, Hyderabad 500046, Andhra Pradesh, India

[2] Univ Regensburg, Inst Organ Chem, D-93053 Regensburg, Germany

[3] Indian Inst Chem Technol, Hyderabad 500607, Andhra Pradesh, India

来源：

ORGANIC LETTERS | 2012年 / 14卷 / 02期

关键词：

DIELS-ALDER REACTIONS; 1,4-BENZOXAZINE DERIVATIVES; CYCLIZATION PROCESS; BENZOQUINONES; ANALOGS; 3,4-DIHYDRO-2H-1,4-BENZOXAZINES; DEAROMATIZATION; BENZOXAZOLES; ARYLATION;

D O I：

10.1021/ol2031747

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Functionalized beta-aryl alanine ester derivatives were found to undergo rapid C-N and C-O bond formation with quinol carbonyl compounds to afford 2H-benzo[b][1,4]oxazines in good to excellent yields. This unprecedented finding reported herein offers a straightforward, highly efficient, and rapid method for the synthesis of 2H-benzo[b][1,4]oxazines.

引用

页码：552 / 555

页数：4

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