1. Direct bromocarboxylation of arynes using allyl bromides and carbon dioxide.
- Author
-
Zhang, Yu, Xiong, Wenfang, Cen, Jinghe, Yan, Wuxin, Wu, Yaodan, Qi, Chaorong, Wu, Wanqing, and Jiang, Huanfeng
- Subjects
CARBOXYLATION ,CARBON dioxide ,ARYL esters ,BROMIDES ,ORGANIC synthesis - Abstract
An unprecedented three-component coupling involving arynes, allyl bromides, and CO
2 is described, providing efficient and facile access to structurally diverse ortho-brominated aryl esters. Unlike the conventional role played in organic synthesis as electrophiles, organic bromides served as nucleophiles in this reaction, affording a new approach to multicomponent reactions (MCRs) involving aryne intermediates. Additionally, Hammett analysis suggests that two reaction mechanisms exist, depending on the electronic nature of the cinnamyl bromides used. [ABSTRACT FROM AUTHOR]- Published
- 2019
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