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Molecules 2017, 22(4), 661; doi:10.3390/molecules22040661

Reactions of 5-Indolizyl Lithium Compounds with Some Bielectrophiles

1
Life Sciences Center, Moscow Institute of Physics and Technology, Institutskii per. 9/7, Dolgoprudniy, Moscow Region 141701, Russia
2
Chemistry Department, Moscow State University, Moscow 119991, Russia
3
Peoples’ Friendship University of Russia (RUDN University), Miklukho-Maklaya str. 6, Moscow 117198, Russia
*
Author to whom correspondence should be addressed.
Academic Editor: Roman Dembinski
Received: 3 March 2017 / Revised: 9 April 2017 / Accepted: 17 April 2017 / Published: 20 April 2017
(This article belongs to the Collection Heterocyclic Compounds)
View Full-Text   |   Download PDF [1082 KB, uploaded 24 April 2017]   |  

Abstract

Abstract: 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. View Full-Text
Keywords: indolizine; 5-indolizyl lithium; reactivity; bielectrophilic reagents indolizine; 5-indolizyl lithium; reactivity; bielectrophilic reagents
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Rzhevskii, S.A.; Rybakov, V.B.; Khrustalev, V.N.; Babaev, E.V. Reactions of 5-Indolizyl Lithium Compounds with Some Bielectrophiles. Molecules 2017, 22, 661.

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