Journal of the Chemical Society. Perkin transactions I p. 2217 - 2222 (1994)
Update date:2022-08-05
Topics:
Chen, Chih-Cheng
Chen, Same-Ting
Chuang, Tsung-Hsun
Fang, Jim-Min
2-(N-Methylanilino)-2-phenylsulfanylacetonitrile 1 has been readily prepared from 2-(N-methylanilino)acetonitrile and diphenyl disulfide.Alkylation of the anion of 1 with halogenoalkanes resulted in concurrent elimination of benzenethiol to give conjugated α-aminoalkenenitriles of 2E-configuration.Autoxidation of 1 in the presence of alkoxide ions afforded alkyl N-methyl-N-phenylcarbamates.Nucleophilic substitution of 1 with Grignard reagent or appropriate silyl compounds were promoted by CuI or Lewis acids to give varied α-amino nitriles.The 4-oxo-2-aminonitriles 9 obtained by condensation of 1 and titanium enolates can be considered as derivatives of 1,3-dicarbonyl compounds with the aldehyde group being activated to give an amino nitrile umpolung.When 1 was treated with tributylstannane, the corresponding amino nitrile α-radical was formed and the self-coupling product was isolated.
View MoreA.M FOOD CHEMICAL CO., LIMITED
Contact:86-531-87100375
Address:20Floor,Bblock,1Building,pharma-valley,Jinan,China
Shangyu Sanhechemicals Co.,LTD.
Contact:86-0571-56696839
Address:Num.2952,Nanhuan Road,Binjiang District,Hangzhou,China
Nanjing Chemical Material Corp.(NCMC)
website:http://www.njchemm.com
Contact:0086-25-83172879
Address:B12 Technology and Innovation Building, Nanjing Tech University, No.5 New Model Road
Taixing Shenfeng Chemical Co., Ltd.
Contact:+86-523-87117033, 87117666
Address:4# Yinsanlu, Huangqiao town, Taixing, Jiangsu, China.
Contact:0512-63006287
Address:no.88.YISHENG Road,etdz-WUJIANG,SUZHOU,CHINA
Doi:10.1021/jf901512t
(2009)Doi:10.1016/j.bmcl.2012.11.046
(2013)Doi:10.1246/bcsj.67.2151
(1994)Doi:10.1016/j.tetlet.2015.10.101
(2015)Doi:10.1016/j.bmcl.2011.01.094
(2011)Doi:10.1021/jo00265a048
(1989)