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Tin Powder-Promoted One-Pot Construction of α-Methylene-γ-lactams and Spirolactams from Aldehydes or Ketones, Acylhydrazines, and 2-(Bromomethyl)acrylate

Author:
Xu, Yanli, Huang, Danfeng, Wang, Ke-Hu, Ma, Junyan, Su, Yingpeng, Fu, Ying, Hu, Yulai
Source:
Journal of organic chemistry 2015 v.80 no.24 pp. 12224-12233
ISSN:
1520-6904
Subject:
aldehydes, catalysts, chemical reactions, chemical structure, hydrazides, ketones, organic chemistry, tin
Abstract:
A concise and efficient method for the synthesis of α-methylene-γ-lactams is developed from multicomponent one-pot reactions of aldehydes or ketones, hydrazides, and ethyl 2-(bromomethyl)acrylate promoted by tin powder. The reaction proceeds smoothly under mild reaction conditions without using any catalyst to give the corresponding products in high yields. α-Methylene-γ-spirolactams can also be prepared from cyclic ketones.
Agid:
5504972