Abstract
Thiocyanates, versatile building blocks in organic synthesis, are shown to be easily accessible via an interrupted Pummerer reaction of sulfoxides. This facile dealkylative functionalization proceeds under mild conditions through electrophilic activation of the sulfoxide partner. The resulting thiocyanate itself can serve as a handle for diversification in a straightforward one-pot procedure.
Highlights
Thiocyanates, versatile building blocks in organic synthesis, are shown to be accessible via an interrupted Pummerer reaction of sulfoxides
The preparation of thiocyanates mainly relies on nucleophilic substitution or coupling reactions using the thiocyanate anion (Scheme 1a).[4]
In 2015, Shi and coworkers reported the union of a sulfide, a sulfur species that possesses neither an acidic proton nor a designated leaving group, with a modified version of Stang’s reagent.[6]
Summary
Thiocyanates, versatile building blocks in organic synthesis, are shown to be accessible via an interrupted Pummerer reaction of sulfoxides. See https://pubs.acs.org/sharingguidelines for options on how to legitimately share published articles.
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