Potassium tert-Butoxide-Mediated Ring-Opening of Indolines: Concise Synthesis of 2-Vinylanilines

被引:0
作者
Tokushige, Keisuke [1 ]
Asai, Shota [2 ]
Abe, Takumi [1 ]
机构
[1] Okayama Univ, Grad Sch Med Dent & Pharmaceut Sci, 1-1-1 Tsushima Naka,Kita Ku, Okayama 7008530, Japan
[2] Shujitsu Univ, Sch Pharm, 1-6-1 Nishigawara,Naka Ku, Okayama 7038516, Japan
关键词
2-vinylanilines; indolines; Potassium <italic>tert</italic>-butoxide; Elimination; Ring-opening; C-H AMINATION; CATALYZED AMINATION; OLEFIN-METATHESIS; ENANTIOSELECTIVE SYNTHESIS; ARYL CHLORIDES; INDOLES; CYCLIZATION; ANILINES; CASCADE; AMMONIA;
D O I
10.1002/ajoc.202400552
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A concise and metal-free procedure has been developed for the synthesis of 2-vinylanilines. Reactions of indolines with tert-BuOK in DMSO afford the decorated 2-vinylanilines in yields up to 92 %. In addition, the 2, or 3-substituted indolines could be converted to trisubstituted alkenes. Also, the protocol can be scaled to afford gram quantities of the decorated 2-vinylanilines.
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页数:6
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