From Alkynes to Heterocycles through Metal-Promoted Silylformylation and Silylcarbocyclization Reactions

Oxygen and nitrogen heterocyclic systems are present in a large number of natural and synthetic compounds. In particular, oxa- and aza-silacyclane, tetrahydrofuran, benzofuran, cycloheptadifuranone, cycloheptadipyrrolone, pyrrolidine, lactone, lactam, phthalan, isochromanone, tetrahydroisoquinolinon...

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Bibliographic Details
Published inCatalysts Vol. 10; no. 9; p. 1012
Main Authors Albano, Gianluigi, Aronica, Laura Antonella
Format Journal Article
LanguageEnglish
Published Basel MDPI AG 01.09.2020
Subjects
Alkynes
Amides
Carbon
Carbonyls
Catalysts
Chemical bonds
Chemical reactions
Chemical synthesis
Functional groups
Heterocyclic compounds
N-heterocycles
O-heterocycles
silylcarbocyclization
silylformylation
Tetrahydrofuran
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Summary:Oxygen and nitrogen heterocyclic systems are present in a large number of natural and synthetic compounds. In particular, oxa- and aza-silacyclane, tetrahydrofuran, benzofuran, cycloheptadifuranone, cycloheptadipyrrolone, pyrrolidine, lactone, lactam, phthalan, isochromanone, tetrahydroisoquinolinone, benzoindolizidinone, indoline and indolizidine scaffolds are present in many classes of biologically active molecules. Most of these contain a C=O moiety which can be easily introduced using carbonylative reaction conditions. In this field, intramolecular silylformylation and silylcarbocyclization reactions may afford heterocyclic compounds containing a carbonyl functional group together with a vinylsilane moiety which can be further transformed. Considering these two aspects, in this review a detailed analysis of the literature data regarding the application of silylformylation and silylcarbocyclization reactions to the synthesis of several heterocyclic derivatives is reported.
ISSN:2073-4344
2073-4344
DOI:10.3390/catal10091012