22786-75-0Relevant articles and documents
Microwave-assisted direct thioesterification of carboxylic acids
Chou, Yen-Lin,Jhong, Yi,Swain, Sharada Prasanna,Hou, Duen-Ren
, p. 10201 - 10208 (2018/05/31)
A one-pot synthesis of thioesters directly from carboxylic acids, N,N′-diphenylthiourea, triethylamine, and primary alkyl halides is described. Microwave-assisted heating and a catalytic amount of 4- (dimethylamino)pyridine (DMAP) further improved the yields. Both aromatic and aliphatic carboxylic acids were converted to the corresponding thioesters, and many functional groups were compatible with this reaction. Several possible reaction intermediates were investigated, and the quaternary ammonium salts, derived from alkyl halides and tertiary amines, were the intermediates to yield thioesters. A new reaction mechanism for this thioesterification is proposed.
Triphenylphosphine/germanium(IV) chloride combination: A new agent for the reduction of α-bromo carboxylic acid derivatives
Kagoshima, Hirotaka,Hashimoto, Yukihiko,Oguro, Dai,Kutsuna, Takaaki,Saigo, Kazuhiko
, p. 1203 - 1206 (2007/10/03)
The Ph3P/GeCl4 combination was found to be effective for the reduction of various α-bromo carboxylic acid derivatives. When a-bromo carboxylic acid derivatives were treated with Ph3P/GeCl4, the corresponding dehalogenated products were obtained in good to excellent yields. Moreover, selected carboxylic acid derivatives were dehalogenated even when a catalytic amount (0.2 equiv) of GeCl4 was employed in the presence of water (1.0 equiv). The present reduction was also applied to the selective half-reduction of an α,α-dibromo-β-lactam.
