Palladium-Catalyzed Regioselective [3+2] Annulation of Internal Alkynes and Iodo-pyranoquinolines with Concomitant Ring Opening

被引：39

作者：

Aggarwal, Trapti ^{[1
]}

Jha, Rajeev R. ^{[1
]}

Tiwari, Rakesh K. ^{[1
,2
]}

Kumar, Sonu ^{[1
]}

Kotla, Siva K. Reddy ^{[1
]}

Kumar, Sushil ^{[1
]}

Verma, Akhilesh K. ^{[1
]}

机构：

[1] Univ Delhi, Dept Chem, Delhi 110007, India

[2] Univ Rhode Isl, Dept Biomed & Pharmaceut Sci, Kingston, RI 02881 USA

来源：

ORGANIC LETTERS | 2012年 / 14卷 / 20期

关键词：

ELECTROPHILIC CYCLIZATION; POLYCYCLIC AROMATICS; TANDEM SYNTHESIS; ALKALOIDS; HETEROCYCLES;

D O I：

10.1021/ol3022935

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A regioselective tandem synthesis of highly functionalized pyrrolo[1,2-a]quinolines has been developed through a novel strategy by palladium-catalyzed [3 + 2] annulation of iodo-pyranoquinolines and internal alkynes with subsequent ring opening. Pyranoquinoline with n-alkyl substitution at the 3-position leads to the formation of pyrrolo-acridones via [3 + 2] annulations/ring opening and successive intramolecular cross-aldol condensation.

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页码：5184 / 5187

页数：4

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