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DOI: 10.1055/a-2302-3294
Butadienyl Ketene: An Unexplored Intermediate in Organic Synthesis
Abstract
Butadienyl ketene is a useful intermediate because of its role as a 2p-component in cycloaddition reactions with a variety of substrates such as simple or conjugated imines and dienes. This review article summarizes recent reports on the generation of butadienyl ketene in situ and their cycloaddition reactions to afford heterocyclic systems. The chemistry of butadienyl ketene is explored with a focus on its [2+2] and [4+2] cycloaddition reactions with a variety of imines and azadiene derivatives such as 1,3-diazabuta-1,3-dienes, for the synthesis of four- and six-membered heterocycles, respectively.
Key words
ketenes - butadienyl ketene - dienyl ketene - [2+2] cycloaddition - [4+2] cycloaddition - lactams - pyrimidinonesPublication History
Received: 13 February 2024
Accepted after revision: 25 March 2024
Accepted Manuscript online:
09 April 2024
Article published online:
22 April 2024
© 2024. This is an open access article published by Thieme under the terms of the Creative Commons Attribution License, permitting copying and reproduction so long as the original work is given appropriate credit. Contents may not be used for commercial purposes or adapted, remixed, transformed or built upon. (https://creativecommons.org/licenses/by/4.0/)
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