A Catalyst-Free Benzylic C–H Bond Olefination of Azaarenes for Direct Mannich-like Reactions

Y Yan, K Xu, Y Fang, Z Wang

Index: Yan, Yizhe; Xu, Kun; Fang, Yang; Wang, Zhiyong Journal of Organic Chemistry, 2011 , vol. 76, # 16 p. 6849 - 6855

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Citation Number: 72

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.