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Metal Free, Direct and Selective Deoxygenation of α‐Hydroxy Carbonyl Compounds: Access to α,α‐Diaryl Carbonyl Compounds
Author(s) -
Venugopalan Paloth,
Kumar Anil
Publication year - 2020
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.202000142
Subject(s) - chemistry , deoxygenation , triethylsilane , hydride , catalysis , photochemistry , organic chemistry , metal carbonyl , metal
An efficient, metal free, direct and selective deoxygenation of α‐hydroxy carbonyl compounds is achieved with the aid of catalytic amount of aqueous HClO 4 (70 %) and triethylsilane as hydride source. A variety of α‐hydroxy‐α,α‐diaryl carbonyl compounds are selectively deoxygenated to give α,α‐diaryl carbonyl compounds in good to excellent yields. Intermediacy of α‐keto carbenium ion is proposed on the basis of some control experiments and atmospheric pressure chemical ionization mass spectral analysis.