Aerobic epoxidation and hydroxylation of a pyrrolo[2,1-b]quinazoline under ambient conditions

被引:4
|
作者
Hawkins, Ryan A. [1 ]
Stephens, Chad E. [1 ]
机构
[1] Augusta State Univ, Dept Chem & Phys, Augusta, GA 30904 USA
关键词
Aerobic epoxidation; Aerobic hydroxylation; Pyrrole oxygenation; Singlet oxygen; Pyrrolo[2,1-b]quinazoline; SINGLET OXYGEN OXIDATION; PHOTOOXYGENATION; DERIVATIVES; 2-METHYLPYRROLE; PYRROLES; ANALOGS;
D O I
10.1016/j.tetlet.2010.09.073
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A pyrrolo[2,1-b]quinazoline has been found to undergo both epoxidation and hydroxylation on the pyrrole nucleus upon simple exposure of an acetone solution to air or oxygen. The oxygenation reaction occurs most readily when the starting compound contains a t-butyl ester at the 3-position, compared to a cyano or phenylsulfonyl. The structure of the product has been confirmed by X-ray crystal analysis. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6129 / 6131
页数:3
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