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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

The Nucleophilic Addition of β-Lactam Carbenes to Alkylphenylketenes for a Ready Approach to Spiro[β-lactam-2,1′-indene] Derivatives

Yong-Jia Li A , Cai-Xia Yan A , Zhong-Xin Sun A and Ying Cheng A B
+ Author Affiliations
- Author Affiliations

A College of Chemistry, Beijing Normal University, Beijing 100875, P. R. China.

B Corresponding author. Email: ycheng2@bnu.edu.cn

Australian Journal of Chemistry 65(4) 417-426 https://doi.org/10.1071/CH12046
Submitted: 26 January 2012  Accepted: 24 February 2012   Published: 26 April 2012

Abstract

The nucleophilic reaction of ambident β-lactam carbenes with alkylphenylketenes is studied, which produces two types of spiro[β-lactam-2,1′-indene] derivatives in total yields of 55–89 %. This work not only provides the first example that ambident carbenes behave with high activity towards ketenes, but also developes the application of β-lactam carbenes in the construction of spiro-β-lactam compounds.


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