A Variation of the Fischer Indolization Involving Condensation of Quinone Monoketals and Aliphatic Hydrazines

被引：33
|
作者：
Zhang, Jinzhu [1 ,2 ]
Yin, Zhiwei [1 ,2 ]
Leonard, Patrick [1 ,2 ]
Wu, Jing [1 ,2 ]
Sioson, Kate [1 ,2 ]
Liu, Che [1 ,2 ]
Lapo, Robert [1 ,2 ]
Zheng, Shengping [1 ,2 ]
机构：
[1] CUNY Hunter Coll, Dept Chem & Biochem, New York, NY 10065 USA
[2] CUNY, Grad Ctr, New York, NY 10016 USA
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2013年 / 52卷 / 06期
关键词：
condensation; heterocycles; hydrazines; quinone monoketals; synthetic methods; INDOLE SYNTHESIS; POSSIBLE INTERCONVERSION; TERMINAL ALKYNES; MILD CONDITIONS; PHENYLHYDRAZONES; OXIDATION; PHENYLAZOALKANES; CYCLIZATION; ROUTE; HYDROAMINATION;
D O I：
10.1002/anie.201207533
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A new twist: A one-pot nitrous acid free, diazonium-free, and transition-metal-free variation of the Fischer indole synthesis has been developed. Condensation of quinone monoketals and aliphatic hydrazine hydrochlorides afforded indoles via intermediate alkylaryldiazenes. This method will complement the classical Fischer indole synthesis by providing indoles in two steps from widely available phenols under mild conditions. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
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页码：1753 / 1757
页数：5
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