Direct Access to S-Heterocycles by Scandium(III) Triflate Catalyzed Cyclization of Aromatic Thiols and Diols

Abstract

A simple and environmentally friendly method to prepare S-heterocycles by cyclization of aromatic thiols and diols with H₂O as a byproduct is described. The Sc(OTf)₃-catalyzed dehydrative cyclizations of aromatic thiols and diols provided the corresponding thiopyran and thiophene derivatives. Control experiments were also performed to obtain insights into the reaction pathway

Key words

S-heterocycles - diols - thiols - scandium triflate - cyclization - C–S bond formation

Publication History

Received: 14 June 2021

Accepted after revision: 29 June 2021

Article published online:
15 July 2021

• References and Notes

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• 12 3ja: HRMS: m/z calcd for C₁₀H₉F₃S: 218.03771; found: 218.03755. 4ja: HRMS: m/z calcd for C₁₀H₇F₃S: 216.02206; found: 216.02411.
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