

2- AND 3 PHENYLSULFONYLINDOLES – SYNTHETIC EQUIVALENTS OF UNSUBSTITUTED INDOLE IN N-ALKYLATION REACTIONS
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
Latvian Institute of Organic Synthesis - Aizkraukles iela, 21, Riga, LV-1006, Latvia - hgs@osi.lv