Tetrahedron p. 1243 - 1260 (1994)
Update date:2022-07-30
Topics:
Sonawane, Harikisan
Bellur, Nanjundiah S.
Kulkarni, Dilip G.
Ayyangar, Nagaraj R.
A new single-step efficient photochemical approach for α-arylpropanoic acids (4) from α-chloro-propiophenones (5) is described.It involves carbonyl triplet excited state directed 1,2-aryl migration of the aryl group which has been found to be highly dependent upon the nature of the aryl substituent.The mode of the rearrangement is probed by the study of the photobehaviour of a set of optically active α-chloro-propiophenones.The results suggest that the nature of the carbonyl triplets (n, ?*/ ?, ?*) plays an important role in the chirality transfer.This method finds application in the synthesis of optically active ibuprofen (4e) and ketoprofen (26), though in moderate optical yields.
View MoreJIANGXI AIFEIMU TECHNOLOGY CO.,LTD
Contact:+86-570-6040289
Address:FINECHEMICAL PARK,ZIBU TOWN,WANNIAN COUNTY,JIANGXI PROV.,CHINA,ZIP
Huangshan Honghui Pharm Technology Co., Ltd.
website:http://www.honghuichem.com
Contact:18855958372
Address:Qingshan Wan No.1,Nanyuan Kou,SheXian Huangshan City,Anhui Province
Zhejiang Golden-Shell Pharmaceutical Co.,Ltd.
Contact:+86-576-87501888 / 87501988
Address:No.89 Zhongxing Road. Li'ao, Yuhuan, Zhejiang, China
Tianjin Bright Future Technology Co., Ltd
Contact:0086-22-58016666
Address:NO.136 DongTeng Lake Street Tianjin Economic and Technology Development Area,Tainjin,China
Contact:+86-15995924277
Address:WuZhongOu suzhou new south road 89
Doi:10.1007/BF00515429
(1986)Doi:10.1016/j.tet.2008.06.069
(2008)Doi:10.1021/ja00965a037
(1966)Doi:10.1021/jm00323a013
(1966)Doi:10.1002/chem.202001479
(2020)Doi:10.1002/chem.201200887
(2012)