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2- AND 3 PHENYLSULFONYLINDOLES – SYNTHETIC EQUIVALENTS OF UNSUBSTITUTED INDOLE IN N-ALKYLATION REACTIONS

А. В. Карчава, И. С. Шулева, A. А. Овчаренко, М. А. Юровская

Abstract


The N‑alkylation of 2‑ and 3‑phenylsulfonylindoles under various conditions and the subsequent removal of the activating phenylsulfonyl group by reductive desulfonylation using Raney nickel leads to N‑alkylindoles in high yield. 2‑Phenylsulfonylindole readily undergoes the Mitsunobu reaction, while isomeric 3‑phenylsulfonylindole is relatively inert under these conditions.

How to Cite
Karchava, A. V.; Shuleva, I. S.; Ovcharenko, A. A.; Yurovskaya, M. A. Chem. Heterocycl. Compd. 2010, 46, 291. [Khim. Geterotsikl. Soedin. 2010, 373.]

For this article in the English edition see DOI 10.1007/s10593-010-0504-3


Keywords


indoles; N-alkylation; reduction desulfonylation; Mitsunobu reaction

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