A highly regioselective and catalyst-free sulfonation of allylic alcohols with sulfinyl amides has been realized. Such a mix-and-go procedure provides a convenient approach to synthetically various allylic sulfones under mild reaction conditions. Furthermore, this novel reaction shows ample substrate scope and outstanding functional group tolerance and could also be scaled-up. Meanwhile, it is the first example that sulfinyl amides act as a powerful sulfur nucleophile in the reactions. 1,1,1,3,3,3-Hexafluoro-2-propanol (HFIP) as a solvent plays a critical role in allylic sulfonation.

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.orglett.1c04206DOI Listing

Publication Analysis

Top Keywords

sulfinyl amides
12
catalyst-free sulfonation
8
sulfonation allylic
8
allylic alcohols
8
alcohols sulfinyl
8
111333-hexafluoro-2-propanol hfip-assisted
4
hfip-assisted catalyst-free
4
allylic
4
amides highly
4
highly regioselective
4

Similar Publications

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!