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

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 success...

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Bibliographic Details
Published in:RSC advances 2018-01, Vol.8 (7), p.4446-4453
Main Authors: Reddy, Raju Jannapu, Waheed, Md, Kumar, Jangam Jagadesh
Format: Article
Language:English
Subjects:
Bromides
Chemistry
NMR
Nuclear magnetic resonance
Reagents
Synthesis
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Summary: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 Cs 2 CO 3 . 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. A practical, highly efficient and eco-friendly method for synthesis of multifunctional allyl thiosulfonates and allyl disulfanes is reported under mild reaction conditions.
ISSN:2046-2069
2046-2069
DOI:10.1039/c8ra06938g