Journal of Organic Chemistry p. 2783 - 2789 (1987)
Update date:2022-09-26
Topics:
Becker, James Y.
Zinger, Baruch
Yatziv, Shimon
Seven alkyl isocyanates (RNCO), five alkyl isothiocyanates (RNCS), and two aromatic cyanato derivatives (ArNCO) were electrochemically investigated by cyclic voltammetry and anodic controlled-potential electrolysis in acetonitrile at platinum anodes.It was found that RNCS compounds exhibited considerably lower anodic potentials than RNCO derivatives.The preparative electrochemical oxidation of RNCS was dependent on the nature of the alkyl group.Primary RNCS afforded mainly five-membered heterocyclic products while tertiary ones gave largery amides due to α-cleavage or isocyanates due to substitution of sulfur for oxygen processes.RNCO compounds were oxidized at the onset of the solvent electrolyte region and yielded amides and carbonyl products due to nucleophilic involvement of either acetonitrile or water, respectively, or formed products due to radical reactions (mono-, di-, and tricyanomethyl derivatives).ArNCO gave mostly polymeric products.Mechanistic routes for the formation of the various products are discussed.
View MoreJintan Jinnuo Chemical Co., Ltd.
Contact:+86-519-80199901
Address:Room 1804, Building 1, Huacheng Business Plaza, Jintan, Jiangsu, China
Valiant Fine Chemicals Co., Ltd.
Contact:+86 535 6101878/6374484
Address:11 Wuzhishan Rd.,YTETDZ,Yantai,264006,Shandong,China
Taizhou Huading Chemical Co.,Ltd
Contact:+86-576-88583898
Address:Economic&Technology development zone,Taizhou City,Zhejiang Province,China
SINO Industries Company Limited
Contact:86-29-85369724
Address:No.111, Jiefang Road, Xi’an, China
Liao Cheng All Win Chemicals Co.,LTD
Contact:86+0635-2991582
Address:Room 402,Unit 1,No.27 building.Zhong tong shi dai haoyuan,liaocheng city,Shan dong Province.China
Doi:10.1016/j.jorganchem.2008.02.007
(2008)Doi:10.1021/jo01085a006
(1959)Doi:10.1021/jo800665t
(2008)Doi:10.1016/j.tetlet.2004.07.006
(2004)Doi:10.1021/ic800496d
(2008)Doi:10.1139/v79-120
(1979)