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ChemicalBook CAS DataBase List BIS(2-THIENYL) KETONE
704-38-1

BIS(2-THIENYL) KETONE synthesis

9synthesis methods
-

Yield:704-38-1 55%

Reaction Conditions:

with oxygen;copper diacetate;potassium carbonate;aniline in dimethyl sulfoxide at 120;Schlenk technique;Sealed tube;

Steps:

4.2 General procedure for synthesis of bisaryl ketones 2
General procedure: An oven-dried Schlenk tube was charged with a magnetic stir-bar, 1,2-diarylalkynes 1 (0.5mmol), aniline (0.6mmol), K2CO3 (0.5mmol), Cu(OAc)2 (0.075mmol), DMSO (3mL), The tube was sealed, and oxygen was purged through syringe. Reaction was stirred at 120°C for 16-18h. After the reaction was finished, the reaction mixture was diluted in 30mL ethyl acetate, filtered on Celite pad. The organic portion was washed with a saturated solution of brine (8mL), saturated NH4Cl (8mL), a saturated solution of brine (8mL), dried (Na2SO4) and concentrated in vacuum, and the resulting residue was purified by silica gel column chromatography (hexane/ethyl acetate) to afford the desired products 2.

References:

Li, Xiangguang;Huang, Wenzhong;Liang, Deqiang;Yuan, Lin;Ma, Yinhai;Gu, Lijun [Tetrahedron,2015,vol. 71,# 7,p. 1045 - 1049]

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