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Highly Enantioselective Synthesis of Phosphorus‐Containing ϵ‐Benzosultams by Bifunctional Phosphonium Salt‐Promoted Hydrophosphonylation
Author(s) -
Zhang Song,
Feng Zhenghuai,
Jiang Chunhui,
Yu Xiaojun,
Pan Jianke,
Du Juan,
Jiang Zhiyu,
Chen Yuan,
Wang Tianli
Publication year - 2021
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202101038
Subject(s) - bifunctional , phosphonium salt , phosphonium , enantioselective synthesis , salt (chemistry) , catalysis , chemistry , phosphorus , organic chemistry , combinatorial chemistry
ϵ‐Benzosultam derivatives are potential drug candidates with diverse biological activities. A series of chiral ϵ‐benzosultams bearing phosphorus functionalities was synthesized by catalytic asymmetric hydrophosphonylation in the presence of a bifunctional phosphonium salt catalyst. The desired hydrophosphonylation products were obtained in good yields with high enantioselectivities, and scale‐up reactions and further derivations were successfully accomplished. Some control experiments were also conducted to elucidate the plausible reaction mechanism of this chemical transformation.