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...

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Veröffentlicht in:	Molecules (Basel, Switzerland) Switzerland), 2017-04, Vol.22 (4), p.661
Hauptverfasser:	Rzhevskii, Sergey A, Rybakov, Victor B, Khrustalev, Victor N, Babaev, Eugene V
Format:	Artikel
Sprache:	eng
Schlagworte:	Acids Anions Anions - chemistry Bromination Chloride Chromatography Esters Indoles - chemistry Ketones Ketones - chemistry Lithium Lithium compounds Lithium Compounds - chemistry Magnetic Resonance Spectroscopy Models, Molecular Protons Pyruvic acid Reagents Succinic Anhydrides - chemistry X-Ray Diffraction
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Beschreibung
Zusammenfassung:	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.
ISSN:	1420-3049 1420-3049
DOI:	10.3390/molecules22040661