Tandem transformations and multicomponent reactions utilizing alcohols following dehydrogenation strategy

The construction of new C-C, C-N and C-O bonds by replacing hazardous and waste generating chemicals with alcohols as the greener and sustainable reagents is one of the emerging areas of research. In consequence, the borrowing hydrogen and acceptorless dehydrogenative coupling principles have receiv...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2020-03, Vol.18 (12), p.2193-2214
Main Authors: Paul, Bhaskar, Maji, Milan, Chakrabarti, Kaushik, Kundu, Sabuj
Format: Article
Language:English
Subjects:
Alcohol
Alcohols
Alkylation
Amides
Amines
Cascade chemical reactions
Chemical synthesis
Coupling (molecular)
Dehydrogenation
Hazardous wastes
Imines
Pyridines
Quinoxaline
Quinoxalines
Reagents
Substrates
Transformations
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Summary:The construction of new C-C, C-N and C-O bonds by replacing hazardous and waste generating chemicals with alcohols as the greener and sustainable reagents is one of the emerging areas of research. In consequence, the borrowing hydrogen and acceptorless dehydrogenative coupling principles have received significant momentum to synthesize various alkylated molecules and N-heterocycles. In the tandem transformations and multi-component reactions, simple substrates are directly converted to new functionalities or complex molecular systems using a single reaction set-up. In this review, the progress of tandem transformation of nitro, nitrile and azide functionalities as well as multi-component reactions utilizing alcohols is summarised. These transformations lead to the atom-economical synthesis of a wide range of alkylated imines, amines, amides and N-heterocycles such as pyrrole, pyridine, pyrimidine, quinoxaline, etc . In this review, the progress of tandem transformation of nitro, nitrile and azide functionalities is summarised to develop new C-C and C-N bonds as well as multi-component reactions using alcohols.
ISSN:1477-0520
1477-0539
DOI:10.1039/c9ob02760b