Iodine(iii)-induced regioselective carbocyclization of terminal alkynes: a facile approach to prepare 1,1-diiodomethylene substituted cyclic compounds
Literature Information
Publication Date
2017-02-08
DOI
10.1039/C6QO00822D
Impact Factor
5.281
Authors
Zeyu Wang, Jiang Zhong, Chen Zheng, Renhua Fan
View Original
Abstract
An iodine(III)-induced regioselective intramolecular carbocyclization of functionally substituted terminal alkynes is reported. A range of 1,1-diiodomethylene substituted cyclic compounds were prepared by using iodide salts as the iodine source to replace the normally used electrophilic I2, NIS or ICl. The use of 2,2,2-trifluoroethanol as a solvent is essential for the generation of reactive iodine(III) species. The resulting diiodomethylene substituted cyclic compounds can be readily converted to tetra-substituted alkenes through transition metal-catalyzed coupling reactions.
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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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CAS Number:
278597-30-1
Molecular Formula:
C13H13Cl2NO2
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