2-Naphthalenesulfonyl as a tosyl substitute for protection of amino functions. Cyclic voltammetry studies on model sulfonamides and their preparative cleavage by …

…, HLS Maia, LS Monteiro, U Ragnarsson

文献索引：Maia, Hernani L. S.; Monteiro, Luis S.; Degerbeck, Fredrik; Grehn, Leif; Ragnarsson, Ulf Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1993 , # 3 p. 495 - 500

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被引用次数: 35

摘要

With the aim to develop a practically useful, reductively more labile alternative to tosyl for protection of amino functions, initially a number of N-arenesulfonyl-protected heterocycles (pyrroles, imidazoles, indole, and carbazole) have been prepared and studied by cyclic voltammetry (CV). The recorded activation potentials vary from-1.32 to-1.99 V (vs SCE). In N- sulfonylazolides such as tosylindole the cathodic potentials are shifted by over 0.5 V ...