AI Article Synopsis

  • Various 2-substituted indolizines can be selectively lithiated at the 5 position to create novel compounds through reactions with different electrophiles.
  • The synthesis of new compounds like 5-formyl- and 5-iodoindolizine has been achieved, with the molecular structure of 5-formyl-2-phenylindolizine confirmed via X-Ray analysis.
  • The study explored how the 5-CHO- and 5-COPh groups react with nucleophiles, leading to the production of additional derivatives, as well as demonstrating the potential for Suzuki cross-coupling reactions with 5-iodoindolizines and boronic acids.

Article 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 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.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC6147697PMC
http://dx.doi.org/10.3390/10091074DOI Listing

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