Journal of the Chemical Society. Perkin transactions I p. 553 - 555 (1982)
Update date:2022-08-03
Topics:
Butler, Richard N.
James, John P.
Oxidation of bis-(4-nitrophenylhydrazone)s of 1,3-diketones containing an α-CH between the hydrazone chains resulted in cyclization with fragmentation, giving pyrazoles.The reaction is considered to involve dehydrogenation of the conjugated tautomeric enamine form of the bis-hydrazone, giving a cis-azo-hydrazono-alkene intermediate.When the postulated azo-hydrazono-alkene intermediate had trans-stereochemistry, unfavourable for cyclization, as in the oxidation of cycylohexa-1,3-dione bis-(4-nitrophenylhydrazone), the azo-alkene was stable and was the main product.When the conjugated enamine tautomeric form of the 1,3-bis-hydrazone cold not exist, as with 3,3-dimethylpentane-2,4-dione bis-(4-nitrophenylhydrazone), pyrazoles were not formed and the hydrazone chains behaved as isolated monohydrazones.
View MoreCangzhou Senary Chemical Science-tech Co., Ltd
Contact:+86-317-3563899, 3563699
Address:168 Jinde Road, Cangzhou, Hebei, China
Chongqing Shuangfeng Chemical Co.,Ltd
Contact:+86-23-49850156
Address:No.663,xuanhua Rd,yongchuan,chongqing,China
Airsea(Taizhou) Pharmaceutical Limited(expird)
Contact:+86-576-88057622
Address:Dubei, Duqiao, Linhai, Taizhou, Zhejiang, China Zip: 317016
Contact:732.938.2777
Address:5012 Industrial Road Farmingdale, NJ 07727
Suzhou Ryan Pharmachem Technology Co.,Ltd
Contact:+86-0512-68780025
Address:B-301,No.2 Taishan Road,Suzhou New District,Jiangsu,P.R. China
Doi:10.1002/ejoc.201600857
(2016)Doi:10.1021/ja045966f
(2004)Doi:10.1016/0008-6215(94)84097-0
(1994)Doi:10.1002/adsc.200505097
(2005)Doi:10.1016/0022-328X(94)88103-0
(1994)Doi:10.1016/S0040-4039(00)73097-8
(1994)
