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 MoreTengzhou Runlong Fragrance Co., Ltd.
website:http://www.tzrunlong.com/
Contact:--
Address:No. 78, Fushan Road, Biomedical Industrial Park, Dawu Town, Tengzhou, Shandong, 277514 China
Hefei TNJ chemical industry co.,ltd
website:https://www.tnjchem.com
Contact:+86-551-65418695
Address:B911 Xincheng Business Center, Qianshan Road, Hefei Anhui China
WUXI HONOR SHINE CHEMICAL CO.,LTD
Contact:+86-510-83593312
Address:No.1699 Huishan avenue,Huishan district,Wuxi ,Jiangsu,China,214177.(Wuxi Huishan Ecomonic Develop Zone )
Qingdao Pana-Life Biochem Co.,Ltd.
Contact:86-532-87683902
Address:No.967 Dalao Road, Licang Zone, Qingdao City,Shandong, China 266021
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
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)
