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Nickel-catalyzed formal [3 + 2]-cycloaddition of 2H-azirines with 1,3-dicarbonyl compounds for the synthesis of pyrroles.

Authors :
Zhao, Mi-Na
Ning, Gui-Wan
Yang, De-Suo
Gao, Peng
Fan, Ming-Jin
Zhao, Li-Fang
Source :
Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry. Sep2020, Vol. 61 Issue 38, pN.PAG-N.PAG. 1p.
Publication Year :
2020

Abstract

• Ni-catalyzed [3 + 2]-cycloaddition of 2 H -azirines with 1,3-dicarbonyl compounds. • Applicable to gram-scale synthesis of tetrasubstituted pyrroles. • The reaction proceeded smoothly under mild conditions. An efficient nickel-catalyzed formal [3 + 2]-cycloaddition of 2 H -azirines with 1,3-dicarbonyl compounds for the synthesis of tetrasubstituted pyrroles has been developed. This transformation involves cleavage of the C N double bond and the construction of new C C and C N bonds. The reaction employs readily available starting materials, tolerates a wide range of functional groups, and affords tetrasubstituted pyrroles in good to high yields under mild reaction conditions. A gram-scale reaction was performed to demonstrate the scale-up applicability of this synthetic method. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
00404039
Volume :
61
Issue :
38
Database :
Academic Search Index
Journal :
Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry
Publication Type :
Academic Journal
Accession number :
145476984
Full Text :
https://doi.org/10.1016/j.tetlet.2020.152319