Aryne Insertion Reactions Leading to Bioactive Fused Quinazolinones: Diastereoselective Total Synthesis of Cruciferane

被引:79
作者
Vaidya, Sagar D. [1 ]
Argade, Narshinha P. [1 ]
机构
[1] CSIR, Natl Chem Lab, Div Organ Chem, Pune 411008, Maharashtra, India
关键词
HETEROCYCLES; ALKALOIDS; EFFICIENT; TRYPTANTHRIN; DERIVATIVES; CHEMISTRY; ARYLATION; BENZYNE; BONDS;
D O I
10.1021/ol4018062
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Insertion reactions of an in situ generated arynes to a variety of suitably substituted 1,3-quinazolin-4-ones have been demonstrated for a new efficient one-step approach to a diverse range of fused quinazolinone architectures. The present protocol has been effectively utilized to accomplish the concise total synthesis of recently isolated bioactive natural products tryptanthrin, phaitanthrins A-C, and cruciferane.
引用
收藏
页码:4006 / 4009
页数:4
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