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无催化剂促进的氮杂芳烃的苄位 C-H 键烯烃化反应用于直接曼尼希反应。

A catalyst-free benzylic C-H bond olefination of azaarenes for direct Mannich-like reactions.

机构信息

Hefei National Laboratory for Physical Sciences at Microscale, Department of Chemistry, University of Science and Technology of China, Hefei, 230026, P. R. China.

出版信息

J Org Chem. 2011 Aug 19;76(16):6849-55. doi: 10.1021/jo2008934. Epub 2011 Jul 22.

DOI:10.1021/jo2008934
PMID:21755978
Abstract

A highly efficient synthesis of trans-alkenylazaarene under catalyst-free conditions was developed via the addition of methylazaarenes to N-sulfonyl aldimines and a subsequent C-N elimination in situ. A one-pot procedure for this addition-elimination was also developed. The reaction could tolerate a broad substrate scope and give the corresponding alkenylazaarenes in high yields.

摘要

在无催化剂条件下,通过甲基氮杂芳烃与 N-磺酰基亚胺的加成以及随后的原位 C-N 消除,高效合成了反式烯基氮杂芳烃。还开发了这种加成-消除的一锅法程序。该反应可以耐受广泛的底物范围,并以高产率得到相应的烯基氮杂芳烃。

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