Selectfluor™-catalyzed oxidative cyclization of ynamides enables facile synthesis of oxazolidine-2,4-diones
Literature Information
Publication Date
2019-09-16
DOI
10.1039/C9QO00845D
Impact Factor
5.281
Authors
Guangke He, Yuan Li, Zilun Yu, Zhaoqiang Chen, Yongming Tang, Guangliang Song
View Original
Abstract
A Selectfluor™-catalyzed oxidative cyclization of ynamides affording oxazolidine-2,4-diones in yields from 69%–94% is described. The reaction is run under air and exhibits excellent chemo-selectivity and functional group compatibility. Preliminary mechanistic studies reveal that the solvent DMSO acts as an oxidant, and the redox reaction of Selectfluor™ with DMSO generates the real active catalyst HBF4in situ.
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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
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N-[(1S,2R,4S)-2-Amino-4-(dimethylcarbamoyl)cyclohexyl]-N'-(5-chloro-2-pyridinyl)ethanediamide
CAS Number:
480452-37-7
Molecular Formula:
C16H22ClN5O3
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N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-beta-phenyl-L-phenylalanine
CAS Number:
201484-50-6
Molecular Formula:
C30H25NO4
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