A Regioselective and High-Yielding Method for Formaldehyde Inclusion in the 3CC Groebke-Blackburn-Bienaymé Reaction: One-Step Access to 3-Aminoimidazoazines

descriptionPublicationkeyboard_double_arrow_right Article 16 May 2011 English Publisher:Georg Thieme Verlag KGJournal:Synlett, volume 2,011, pages 1,407-1,412 (issn: 0936-5214, eissn: 1437-2096,

Authors: Hong-yu Li; Anuj Sharma;

doi: 10.1055/s-0030-1260568

A Regioselective and High-Yielding Method for Formaldehyde Inclusion in the 3CC Groebke-Blackburn-Bienaymé Reaction: One-Step Access to 3-Aminoimidazoazines

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Abstract

A regioselective, mild, convenient, and effective condition is developed for the inclusion of glyoxylic acid as formaldehyde equivalent in the 3CC reaction towards synthesis of 3-aminoalkyl imidazo-azines. In general, formaldehydes do not perform well with Ugi-type multicomponent sequences, and the method reported here is a regioselective and high-yielding one for the HCHO variant of Groebke-Blackburn-Bienayme reaction.

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University of Arizona
United States

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A Regioselective and High-Yielding Method for Formaldehyde Inclusion in the 3CC Groebke-Blackburn-Bienaymé Reaction: One-Step Access to 3-Aminoimidazoazines

A Regioselective and High-Yielding Method for Formaldehyde Inclusion in the 3CC Groebke-Blackburn-Bienaymé Reaction: One-Step Access to 3-Aminoimidazoazines

7 Research products, page 1 of 1

Diversity-Oriented Synthesis of Imidazo-Dipyridines with Anticancer Activity via the Groebke–Blackburn–Bienaymé and TBAB-Mediated Cascade Reaction in One Pot

Microwave-Assisted Synthesis of Bis-Heterocycles Containing the Imidazo[1,2-a]Pyridine by Groebke-Blackburn-Bienaymé Reaction

Novel 5-Nitrofuran-Tagged Imidazo-Fused Azines and Azoles Amenable by the Groebke–Blackburn–Bienaymé Multicomponent Reaction: Activity Profile against ESKAPE Pathogens and Mycobacteria

A Comparative Study on the Groebke-Blackburn-Bienaymé Three-Component Reaction Catalyzed by Rare Earth Triflates under Microwave Heating

Multi-substituted 8-aminoimidazo[1,2-a]pyrazines by Groebke–Blackburn–Bienaymé reaction and their Hsp90 inhibitory activity

First biocatalytic Groebke-Blackburn-Bienaymé reaction to synthesize imidazo[1,2-a]pyridine derivatives using lipase enzyme

A Comparative Study on the Groebke-Blackburn-Bienaymé Three-Component Reaction Catalyzed by Rare Earth Triflates under Microwave Heating