Direct bromocarboxylation of arynes using allyl bromides and carbon dioxide. Issue 82 (26th September 2019)

• Record Type: Journal Article
• Authors: Zhang, Yu; Xiong, Wenfang; Cen, Jinghe; Yan, Wuxin; Wu, Yaodan; Qi, Chaorong; Wu, Wanqing; Jiang, Huanfeng
• Is Part Of: Chemical communications. Volume 55:Issue 82(2019)
• Page Start: 12304
• Page End: 12307
• Publication Date: 2019-09-26
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c9cc05495b
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : An unprecedented multicomponent reaction involving arynes, allyl bromides, and CO2 has been developed to construct various allyl o -bromobenzoate scaffolds. Abstract : An unprecedented three-component coupling involving arynes, allyl bromides, and CO2 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.