Synthesis of 2,3-disubstituted indoles by a rhodium-catalyzed aromatic amino-Claisen rearrangement of N-propargyl anilines

被引:63
|
作者
Saito, Akio [1 ]
Kanno, Ayumi [1 ]
Hanzawa, Yuji [1 ]
机构
[1] Showa Pharmaceut Univ, Lab Organ React Chem, Machida, Tokyo 1948543, Japan
关键词
alkynes; cyclization; heterocycles; rearrangement; rhodium;
D O I
10.1002/anie.200605162
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Give me a ring! A cationic RhI catalyst promotes the formation of fused arenes containing a five-membered ring (see scheme) by an aromatic amino-Claisen rearrangement of N-propargyl aniline derivatives in refluxing hexafluoro-2-propanol (HFIP). cod = 1,5-cyclooctadiene, dppp = 1,3-bis(diphenylphosphanyl)propane, Tf = trifluoromethanesulfonyl. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:3931 / 3933
页数:3
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