Bulletin of the Chemical Society of Japan p. 2580 - 2584 (1989)
Update date:2022-08-03
Topics:
Oshima, Takumi
Nagai, Toshikazu
Unsubstituted 1,4-benzoquinine (1a) reacted at the C=C double bond with 9-diazofluorene (9-DF) to give norcarene dione 2a and 4,7-dihydroxy-3H-indazole 4a.Similarly, the reaction of 2-chloro-1,4-benzoquinone (1b) with 9-DF yielded norcarene dione 2b and 4,7-dihydroxy-3H-indazole 4b, together with tricyclic dione 3b. 2,3-dichloro-1,4-benzoquinone (1c) and 9-DF produced norcarene dione 2c, 4,7-dihydroxy-3H-indazole 4c, and its fluorenyl ether 5c.Reactions of 2,5- and 2,6-dichloro- and trichloro-1,4-benzoquinones (1d, 1e, and 1f) with 9-DF provided norcarene diones 2d, 2e, and 2f and tricyclic diones 3d and 3e, respectively.On the other hand, tetrachloro-1,4-benzoquinone (1g) converted 9-DF into 9,9'-bifluorenylidene possibly via a 1 : 1 betaine intermediate arising from the C=O double bond addition.These results were markedly different from those of the previous diphenyldiazomethane reactions and are discussed in terms of structural changes of these diazoalkanes.
View Morewebsite:http://www.konochem.com
Contact:86-29-86107037-8015
Address:No.11 Daqing Road,Lianhu District,Xi’an 710082,China
Tangshan Wisdom Trading Co.,Ltd
Contact:86 315 2222979
Address:No.41 BeiXinXi Road, Yangguang building 1-1102 , Tangshan, Hebei, China
JIANGSU GRAND XINYI PHARMACEUTICAL CO.,LTD
website:http://www.xypharm.com/
Contact:+86-515-84383317
Address:Chenli Road,Costal Chemical Area Binhai,Yancheng, Jiangsu,China
Jinan Hongfangde Pharmatech Co.,Ltd
Contact:86-531-88870908
Address:F Bldg. West Unit North Area of Univ. Tech. Garden Xinyu Rd. Jinan New & High Tech Industry Development Zone Shandong, China
Changzhou Kingyo Chemical Corporation Ltd.
website:http://www.kingyochem.com
Contact:+86-519-85105717
Address:19# Wuqing North Road, Changzhou , Jiangsu, China
Doi:10.1021/jo00923a010
(1974)Doi:10.1021/ja01551a052
(1958)Doi:10.1002/chem.201800336
(2018)Doi:10.1021/ja01868a021
(1940)Doi:10.1007/BF00780023
()Doi:10.1055/s-2007-967964
(2007)