Unexpected Metal‐Free Transformation of  gem ‐Dibromomethylenes to Ketones under Acetylation Conditions | Zendy

Kimura Rino | Zendy; Sawayama Yusuke | Zendy; Nakazaki Atsuo | Zendy; Miyamoto Kazunori | Zendy; Uchiyama Masanobu | Zendy; Nishikawa Toshio | Zendy

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Unexpected Metal‐Free Transformation of gem ‐Dibromomethylenes to Ketones under Acetylation Conditions

Author(s) -

Kimura Rino,

Sawayama Yusuke,

Nakazaki Atsuo,

Miyamoto Kazunori,

Uchiyama Masanobu,

Nishikawa Toshio

Publication year - 2015

Publication title -

chemistry – an asian journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.18

H-Index - 106

eISSN - 1861-471X

pISSN - 1861-4728

DOI - 10.1002/asia.201403277

Subject(s) - triethylamine , acetic anhydride , dichloromethane , acetylation , transformation (genetics) , chemistry , atmosphere (unit) , metal , organic chemistry , medicinal chemistry , catalysis , thermodynamics , biochemistry , physics , solvent , gene

Novel conditions for the transformation of gem ‐dibromomethylenes to ketones are described. gem ‐Dibromo compounds were treated with acetic anhydride and triethylamine in dichloromethane/water at room temperature under an air atmosphere to give the corresponding ketones in moderate yields. A radical mechanism is proposed based on experimental results.

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