Anodic oxidation of di-tert-butyl disulfide: a facile method for the preparation of N-tert-butylamides

…, QT Do, J Simonet, G Le Guillanton

Index: Elothmani, Driss; Do, Quang Tho; Simonet, Jacques; Guillanton, Georges Le Journal of the Chemical Society, Chemical Communications, 1993 , # 8 p. 715 - 717

Full Text: HTML

Citation Number: 12

Abstract

The electrochemical oxidation of di-tert-butyl disulfide is shown to correspond to a one electron process; at 1.3 V, one carbon–sulfur bond is cleaved yielding two intermediate special: the tret-butyl cation and the radical ButS–S˙; a Ritter reaction occurs with the cation when the sovent is a nitrile and the cation dimerizes in to a tetrasulfide; at a more positive potential (1.9 V) the two carbon–sulfur bonds are cleaved giving But+ and sulfur.

Related Articles:

Polyvinylpolypyrrolidone-supported boron trifluoride; highly efficient catalyst for the synthesis of N-tert-butyl amides

[Mokhtary, Masoud; Najafizadeh, Faranak E-Journal of Chemistry, 2012 , vol. 9, # 2 p. 576 - 582]

The total synthesis of dl-6-demethyl-6-deoxytetracycline

[Korst,J.J. et al. Journal of the American Chemical Society, 1968 , vol. 90, # 2 p. 439 - 457]

Transacylation of α-Aryl-β-keto Esters

[Nishiwaki, Nagatoshi; Nishida, Daisei; Ohnishi, Tetsuya; Hidaka, Fumie; Shimizu, Satoru; Tamura, Mina; Hori, Kazushige; Tohda, Yasuo; Ariga, Masahiro Journal of Organic Chemistry, 2003 , vol. 68, # 22 p. 8650 - 8656]

Nucleophilic substitution accompanying carbon-carbon bond cleavage assisted by a nitro group

[Nakaike, Yumi; Taba, Noriko; Itoh, Shinobu; Tobe, Yoshito; Nishiwaki, Nagatoshi; Ariga, Masahiro Bulletin of the Chemical Society of Japan, 2007 , vol. 80, # 12 p. 2413 - 2417]

More Articles...