A straightforward and convenient synthesis of functionalized allyl thiosulfonates and allyl disulfanes

Raju Jannapu Reddy; Md Waheed; Jangam Jagadesh Kumar

doi:10.1039/c8ra06938g

A straightforward and convenient synthesis of functionalized allyl thiosulfonates and allyl disulfanes

RSC Adv. 2018 Dec 4;8(70):40446-40453. doi: 10.1039/c8ra06938g. eCollection 2018 Nov 28.

Authors

Raju Jannapu Reddy¹, Md Waheed¹, Jangam Jagadesh Kumar¹

Affiliation

¹ Department of Chemistry, Osmania University Hyderabad 500 007 India rajuchem77@osmania.ac.in rajuchem08@yahoo.co.in.

Abstract

A practical, highly flexible and eco-friendly method has been developed for the synthesis of allyl thiosulfonates using Morita-Baylis-Hillman (MBH) allyl bromides and sodium arylthiosulfonates, which were readily assembled without any reagent/catalyst. Moreover, the allyl thiosulfonates were successfully transformed into a set of two synthetically viable diallyl disulfanes and unsymmetrical allyl disulfanes in the presence of Cs₂CO₃. The present protocols are operationally simple and convenient to generate a wide range of functionalized allyl thiosulfonates and allyl disulfanes in good to excellent yields.