Synthesis and application of α-carbonyl nitrile oxides
Literature Information
Publication Date
2020-07-20
DOI
10.1039/D0QO00780C
Impact Factor
5.281
Authors
Li Zhou, Huating Yan, Xin-Qi Hao
View Original
Abstract
A novel strategy for synthesizing α-carbonyl nitrile oxides has been developed utilizing tert-butyl nitrite (TBN) as a nitrogen source. A diverse range of α-carbonyl furoxans and α-carbonyl isoxazoles have been obtained in good to excellent yields, including aromatic and aliphatic products. The practical utility of this protocol has been demonstrated in gram-scale experiments and the syntheses of some bioactive molecules. A plausible free radical mechanism involving α-nitro ketone intermediates is proposed based on mechanistic investigations.
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
Recommended Compounds
(1-(2-(Dimethylamino)ethyl)-1H-pyrazol-4-yl)boronic acid
CAS Number:
1086063-73-1
Molecular Formula:
C7H14BN3O2
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