Journal
ORGANIC LETTERS
Volume 20, Issue 7, Pages 1703-1706Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b03953
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Funding
- SERB [YSS/2014/000957]
- UGC, New Delhi [F.4-5/2006(BSR)]
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N-Sulfonylhydrazones generate sulfinates selectively when treated with a stabilized Wittig ylide in a polar aprotic solvent at elevated temperature. The transition metal and base free decomposition method is applicable to N-sulfonylhydrazones generated from a number of aromatic and heteroaromatic aldehydes and ketones. In the case of N-tosylhydrazones derived from O-allyl and O-propargyl salicylaldehydes, selective formation of sulfinate occurs over intramolecular [3 + 2]-cydoaddition reaction.
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