Iron-Catalyzed C?H and C?C Bond Cleavage: A Direct Approach to Amides from Simple Hydrocarbons

被引:116
作者
Qin, Chong [1 ]
Zhou, Wang [1 ]
Chen, Feng [1 ]
Ou, Yang [1 ]
Jiao, Ning [1 ,2 ]
机构
[1] Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China
[2] Chinese Acad Sci, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
基金
美国国家科学基金会;
关键词
amides; C?H activation; iron; rearrangements; synthetic methods; H AMINATION; RING-EXPANSION; OXIDATIVE AMIDATION; EFFICIENT SYNTHESIS; SCHMIDT REACTION; PRIMARY AZIDES; ALDEHYDES; ARYL; ACTIVATION; CARBON;
D O I
10.1002/anie.201106112
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Something functional: The title reaction proceeds in the presence of azide and water to deliver amides in high yields, and it can be used in a ring-expansion strategy to generate lactams. A mechanism is proposed based on experimental results. This reaction offers a new approach to functionalizing simple and readily available hydrocarbons. DDQ=2,3-dichloro-5,6-dicyano-1,4- benzoquinone. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:12595 / 12599
页数:5
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