Tetrahedron Letters p. 4593 - 4596 (2018)
Update date:2022-08-04
Hazarika, Debojit
Phukan, Prodeep
A rapid process for decarboxylative bromination of α,β-unsaturated carboxylic acids have been developed using N,N-dibromo-p-toluenesulfonamide (TsNBr2). Treatment of cinnamic acids with TsNBr2 in presence of potassium carbonate in acetonitrile produces corresponding β-bromostyrenes at room temperature. Exclusive formation of (E)-β-bromostyrenes was observed in a stereoselective manner within a very short period of time (5–15 min). This method was further extended for obtaining 1-bromoalkynes from corresponding propiolic acids. Instantaneous formation of bromoalkynes was observed when the reaction was carried out in presence of DBU as a base in acetonitrile at room temperature. A wide variety of cinnamic acids and propiolic acids could be converted to corresponding β-bromostyrenes and 1-bromoalkynes respectively under mild reaction condition with high to excellent yield.
View MoreTIANJIN FESTO CHEMICAL CO.,LTD(expird)
Contact:86-22-25814570
Address:No.12th,5th Ave.,TEDA,Tianjin,China
Contact:+86-0311-84455288-844
Address:Mayu Industrial Park, Jinzhou, Hebei, China.
Sichuan Mianzhu Ronghong Chemical Co.,LTd
Contact:8613981840544
Address:XINSHI INDUSTRY PARK,MIANZHU,SICHUAN,CHINA
Contact:0572-2722882
Address:1201,F3,xinghuibandao,
Valiant Fine Chemicals Co., Ltd.
Contact:+86 535 6101878/6374484
Address:11 Wuzhishan Rd.,YTETDZ,Yantai,264006,Shandong,China
Doi:10.1016/0048-3575(71)90210-0
(1971)Doi:10.1039/c6tc01260d
(2016)Doi:10.1021/ja00132a036
(1995)Doi:10.1007/s11172-020-2797-4
(2020)Doi:10.1002/chem.201203946
(2013)Doi:10.1021/jo00064a025
(1993)