Redox Isomerization via Azomethine Ylide Intermediates: N-Alkyl Indoles from Indolines and Aldehydes

被引：86
作者：
Deb, Indubhusan [1 ]
Das, Deepankar [1 ]
Seidel, Daniel [1 ]
机构：
[1] Rutgers State Univ, Dept Chem & Chem Biol, Piscataway, NJ 08854 USA
来源：
ORGANIC LETTERS | 2011年 / 13卷 / 04期
基金：
美国国家科学基金会;
关键词：
IMINIUM ION ROUTE; RING-CLOSURE REACTIONS; ONE-POT SYNTHESIS; NITROGEN-HETEROCYCLES; SECONDARY-AMINES; FUNCTIONALIZATION; CYCLIZATION; TETRAHYDROQUINOLINES; STEREOCHEMISTRY; METHYLIDES;
D O I：
10.1021/ol1031359
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Indolines react with aromatic and heteroaromatic aldehydes to yield N-alkyl indoles in a benzoic acid catalyzed redox isomerization reaction. Azomethine ylides are intermediates in this process which was established by intramolecular [3 + 2] trapping experiments.
引用
收藏
页码：812 / 815
页数：4
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