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. 2024 Dec 4;22(47):9219-9230.
doi: 10.1039/d4ob01089b.

Synthesis of alkynyl cyclopropa[ c]coumarins via propargyl sulfonium salts as C1 synthons

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Synthesis of alkynyl cyclopropa[ c]coumarins via propargyl sulfonium salts as C1 synthons

Lavanya Chandrasekar et al. Org Biomol Chem. .

Abstract

Herein, we present a novel approach for the preparation of alkynyl cyclopropa[c]coumarin derivatives with medium to good yields utilizing propargyl sulfonium salts as C1 synthons. Compared with Br-, using ClO4- as the counter anion significantly enhances the yield due to its lesser nucleophilic ability. This method features mild reaction conditions and a broad substrate scope with good diastereoselectivity when the substituted R1 group is at the 5-position of the coumarin scaffold.

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