Regio- and stereoselective intramolecular hydroalkoxylation of aromatic alkynols: an access to dihydroisobenzofurans under transition-metal-free conditions

• DOI: 10.1007/s11696-020-01159-5
• Publication Date: 2020-04-20T08:04:01Z
• Authors: Shu-Yan Yu; Li-Hong Gao; Jing-Xin Wu; Hong-Bing Lan; Yi Ma; Zhi-Gang Yin
• Keywords: Reaction conditions

An efficient, transition-metal-free method to synthesize dihydroisobenzofuran derivatives via intramolecular hydroalkoxylation of aromatic alkynols with the promotion of cesium carbonate has been developed. The reaction proceeds regioselectively with exclusive formation of 5-exo-dig product, and only Z-isomer of the new generated double bond is observed. This new protocol features with milder reaction conditions, more convenient operation and satisfactory selectivities.