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One‐Pot Preparation of Alkyl Iodides from Esters by Indium‐Catalyzed Reductive Cleavage of a Carbon–Oxygen Bond
Author(s) -
Sakai Norio,
Matsushita Yohei,
Konakahara Takeo,
Ogiwara Yohei,
Hirano Keisuke
Publication year - 2015
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.201403539
Subject(s) - chemistry , moiety , thioether , alkyl , catalysis , alkene , halogen , bond cleavage , organic chemistry , indium , acrylate , cleavage (geology) , polymer chemistry , halogenation , medicinal chemistry , polymer , copolymer , geotechnical engineering , fracture (geology) , engineering
We describe the indium‐catalyzed reductive iodination of aliphatic and aromatic esters with iodine and 1,1,3,3‐tetramethyldisiloxane (TMDS). This reducing procedure accommodates a variety of esters, including esters containing alkyl groups, halogens, a hydroxy group, a thioether, and an alkene moiety. Also, this procedure was applied to the cleavage of carbon–oxygen bonds in acrylate polymers.