Reactions of 5-Indolizyl Lithium Compounds with Some Bielectrophiles

Indolizyl-5-lithium anions react with succinic and phtalic anhidrides giving 1,4-keto acids, with oxallyl chloride giving 1,2-diketone, and with ethyl pyruvate giving 1,2-hydroxyacid. However, with α-halocarbonyl compounds, they react in different ways, forming the products of selective bromination...

Descripción completa

Detalles Bibliográficos
Autores principales: Rzhevskii, Sergey A., Rybakov, Victor B., Khrustalev, Victor N., Babaev, Eugene V.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2017
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6154666/
https://www.ncbi.nlm.nih.gov/pubmed/28425958
http://dx.doi.org/10.3390/molecules22040661
_version_ 1783357736824602624
author Rzhevskii, Sergey A.
Rybakov, Victor B.
Khrustalev, Victor N.
Babaev, Eugene V.
author_facet Rzhevskii, Sergey A.
Rybakov, Victor B.
Khrustalev, Victor N.
Babaev, Eugene V.
author_sort Rzhevskii, Sergey A.
collection PubMed
description Indolizyl-5-lithium anions react with succinic and phtalic anhidrides giving 1,4-keto acids, with oxallyl chloride giving 1,2-diketone, and with ethyl pyruvate giving 1,2-hydroxyacid. However, with α-halocarbonyl compounds, they react in different ways, forming the products of selective bromination at C-5 (with α-bromo ketones and esters of α-bromo acids) and 5-chloroacetyl indolizines.
format Online
Article
Text
id pubmed-6154666
institution National Center for Biotechnology Information
language English
publishDate 2017
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-61546662018-11-13 Reactions of 5-Indolizyl Lithium Compounds with Some Bielectrophiles Rzhevskii, Sergey A. Rybakov, Victor B. Khrustalev, Victor N. Babaev, Eugene V. Molecules Article Indolizyl-5-lithium anions react with succinic and phtalic anhidrides giving 1,4-keto acids, with oxallyl chloride giving 1,2-diketone, and with ethyl pyruvate giving 1,2-hydroxyacid. However, with α-halocarbonyl compounds, they react in different ways, forming the products of selective bromination at C-5 (with α-bromo ketones and esters of α-bromo acids) and 5-chloroacetyl indolizines. MDPI 2017-04-20 /pmc/articles/PMC6154666/ /pubmed/28425958 http://dx.doi.org/10.3390/molecules22040661 Text en © 2017 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Rzhevskii, Sergey A.
Rybakov, Victor B.
Khrustalev, Victor N.
Babaev, Eugene V.
Reactions of 5-Indolizyl Lithium Compounds with Some Bielectrophiles
title Reactions of 5-Indolizyl Lithium Compounds with Some Bielectrophiles
title_full Reactions of 5-Indolizyl Lithium Compounds with Some Bielectrophiles
title_fullStr Reactions of 5-Indolizyl Lithium Compounds with Some Bielectrophiles
title_full_unstemmed Reactions of 5-Indolizyl Lithium Compounds with Some Bielectrophiles
title_short Reactions of 5-Indolizyl Lithium Compounds with Some Bielectrophiles
title_sort reactions of 5-indolizyl lithium compounds with some bielectrophiles
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6154666/
https://www.ncbi.nlm.nih.gov/pubmed/28425958
http://dx.doi.org/10.3390/molecules22040661
work_keys_str_mv AT rzhevskiisergeya reactionsof5indolizyllithiumcompoundswithsomebielectrophiles
AT rybakovvictorb reactionsof5indolizyllithiumcompoundswithsomebielectrophiles
AT khrustalevvictorn reactionsof5indolizyllithiumcompoundswithsomebielectrophiles
AT babaeveugenev reactionsof5indolizyllithiumcompoundswithsomebielectrophiles

Ejemplares similares