| Literature DB >> 32149440 |
Yaping Li1, Shihao Chen1, Ming Wang1, Xuefeng Jiang1,2,3.
Abstract
A straightforward multicomponent decarboxylative cross coupling of redox-active esters (N-hydroxyphthalimide ester), sodium dithionite, and electrophiles was established to construct sterically bulky sulfones. The inorganic salt sodium dithionite not only served as the sulfur dioxide source, but also acted as an efficient radical initiator for the decarboxylation. Notably, diverse naturally abundant carboxylic acids and artificially prepared carboxyl-containing drugs with multiple heteroatoms and sensitive functional groups successfully underwent this decarboxylative sulfonylation to provide sterically bulky tertiary sulfones. Mechanistic studies further demonstrated that decarboxylation was the rate-determining step and occurred via a single-electron transfer (SET) process with the assistance of sodium dithionite.Entities:
Keywords: decarboxylative cross coupling; radicals; sodium dithionite; sulfones; sulfur dioxide
Year: 2020 PMID: 32149440 DOI: 10.1002/anie.202001589
Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN: 1433-7851 Impact factor: 15.336