Journal of the Chemical Society. Perkin transactions I p. 1461 - 1466 (1996)
Update date:2022-08-05
Topics:
Moriwaki, Hiroshi
Matsumoto, Takashi
Nagai, Toshikazu
Oshima, Takumi
The photoreactions of diphenylhomobenzoquinones 1a-d bearing 2-bromo and 2-methyl substituents have been investigated in the presence of amine donors. The products of these reactions are much dependent on the substituents and the nature of added amines. Irradiation of 1-bromo substituted diphenylhomobenzoquinone 1a with triethylamine (TEA) resulted in ring-opening of the fused-cyclopropane moiety to give 2-diphenylmethyl- 1,4-benzoquinone 3a. However, the photoreaction of 1a with N,N-dimethylaniline (DMA) yielded the 1:1 animated bicyclic dione 4a and bis(p-dimethylamino-phenyl)methane 7 along with 3a. In contrast, irradiation of 1-methyl substituted diphenylhomobenzoquinones 1b-d with TEA brought about hydrogenation of the C=C double bond to give the bicyclic diones 8b-d. Similar photoreaction of 1b,c with DMA provided only the 1:1 animated bicyclic diones 4b,c, although the trimethyl substituted 1d remained essentially intact.
View Morewebsite:http://www.simagchem.com
Contact:+86-592-2680277
Address:21/F Hualong Office Building,No.6 Hubin East Road, Xiamen,China
Shanghai Run-Biotech Co., Ltd.
website:http://www.run-biotech.com
Contact:+86-21-31576854/57171705 / 57171706
Address:second floor, building 3, No.999, jiangyue Road, minghang District, Shanghai, China
SHANDONG ZHANHUA YONGHAO PHARMACEUTICAL TECH.CO.,LTD
Contact:+86-576-88685096
Address:GENGJU VILLAGE NORTH ONE KILOMETER,ZHANHUA DISTRICT,BINZHOU CITY,SHANDONG PROVINCE,CHINA.
Shijiazhuang City Xiehe Pharmaceutical Co., Ltd
Contact:+86-311-80817929
Address:Shangzhuang,Shijiazhuang,China
Suzhou HeChuang Chemical Co.,Ltd.
Contact:+86-512-88800520
Address:No.9 Guanchao Rd,Changshu Advanced Materials Industy Park
Doi:10.1021/jo01156a018
(1949)Doi:10.1021/jm00194a004
(1979)Doi:10.1002/anie.200904745
(2010)Doi:10.1021/jm00195a003
(1979)Doi:10.1021/jm00195a014
(1979)Doi:10.1039/b315817a
(2004)
