Ambient access to a new family of pyrrole-fused pyrazine nitrones via 2-carbonyl-N-allenylpyrroles

Author:

Ivanov Andrey V.1234ORCID,Martynovskaya Svetlana V.1234ORCID,Shcherbakova Victoria S.1234ORCID,Ushakov Igor A.1234,Borodina Tatyana N.1234ORCID,Bobkov Alexander S.5674ORCID,Vitkovskaya Nadezhda M.5674ORCID

Affiliation:

1. Favorsky Irkutsk Institute of Chemistry

2. Siberian Branch of the Russian Academy of Sciences

3. 664033 Irkutsk

4. Russian Federation

5. Laboratory of Quantum Chemical Modeling of Molecular Systems

6. Irkutsk State University

7. 664003 Irkutsk

Abstract

The chemo-, regio- and stereoselective synthesis of pyrrole-fused pyrazine nitrones via the direct reaction of 2-carbonyl-N-allenylpyrroles (readily accessible from the corresponding NH-pyrroles) with hydroxyl amine hydrochloride has been developed.

Funder

Ministry of Science and Higher Education of the Russian Federation

Russian Foundation for Basic Research

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry

Reference51 articles.

1. Nitrones

2. Synthesis and Transformations of Nitrones for Organic Synthesis

3. K. Torssell , Nitrile oxides, nitrones, and nitronates in organic synthesis: novel strategies in synthesis , ed. H. Feuer , A John Wiley & Sons, Inc. , United States of America , 2nd edn, 2008

4. Additions of Organometallic Reagents to CN Bonds:  Reactivity and Selectivity

5. The Discovery of Novel Metal-Induced Reactions of Nitrones: Not Only Electrophiles and Reagents for [3+2] Cycloadditions

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