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Authors = Viktor B. Rybakov

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10 pages, 175 KiB  
Article
An Improved Synthesis of Some 5-Substituted Indolizines Using Regiospecific Lithiation
by Alexey G. Kuznetsov, Alexander A. Bush, Viktor B. Rybakov and Eugene V. Babaev
Molecules 2005, 10(9), 1074-1083; https://doi.org/10.3390/10091074 - 30 Sep 2005
Cited by 23 | Viewed by 10133
Abstract
Various 2-substituted indolizines can be directly and selectively lithiated in the 5 position and subsequent reactions with different electrophiles lead to some novel classes of indolizines. In particular, previously unknown 5-formyl- and 5-iodoindolizine have been prepared by this way and the molecular structure [...] Read more.
Various 2-substituted indolizines can be directly and selectively lithiated in the 5 position and subsequent reactions with different electrophiles lead to some novel classes of indolizines. In particular, previously unknown 5-formyl- and 5-iodoindolizine have been prepared by this way and the molecular structure of 5-formyl-2- phenylindolizine was confirmed by X-Ray analysis. The reactivity of the 5-CHO- and 5- COPh groups toward some nucleophiles has been examined, and some additional classes of derivatives (oximes and alcohols) have been obtained. The possibility of Suzuki cross- coupling of 5-iodoindolizines and boronic acids was proven. Full article
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