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InBr 3 ‐Catalyzed Deoxygenation of Carboxylic Acids with a Hydrosilane: Reductive Conversion of Aliphatic or Aromatic Carboxylic Acids to Primary Alcohols or Diphenylmethanes
Author(s) -
Sakai Norio,
Kawana Keita,
Ikeda Reiko,
Nakaike Yumi,
Konakahara Takeo
Publication year - 2011
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.201100161
Subject(s) - chemistry , deoxygenation , carboxylic acid , catalysis , organic chemistry , alcohol , reagent , primary (astronomy) , diphenylmethane , combinatorial chemistry , physics , astronomy
A simple and practical procedure for the direct reduction of aliphatic carboxylic acids with a variety of functional groups to a primary alcohol using the mild reducing reagent tetramethyldisiloxane (TMDS), in the presence of a catalytic amount of InBr 3 has been developed. This simple reducing system, when used together with a hydrosilane, allows the preparation of the diphenylmethane derivative directly from an aromatic carboxylic acid and an aromatic compound.