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
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
收藏
页码:552 / 555
页数:4
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