Regio- and stereo-selective decarbonylative alkylative arylation of terminal alkynes with aliphatic aldehydes and arenes via dual C–H bond functionalization
Literature Information
Publication Date
2019-09-10
DOI
10.1039/C9QO01009B
Impact Factor
5.281
Authors
Yong Peng, Ting-Ting Qin, Cong-Ling Xu, Luo Yang
View Original
Abstract
A convenient Cu-promoted three-component decarbonylative alkylative arylation of terminal alkynes with aliphatic aldehydes and arenes is developed to provide chain elongated tri-substituted olefins with good chemo-, regio- and stereo-selectivities, and is applied to the radical-type decarbonylative coupling of sugar analogs. Readily available aliphatic aldehydes are readily decarbonylated into 1˙, 2˙ and 3˙ alkyl radicals for the construction of a C(sp3)–C(sp2) bond via radical addition, followed by HAS-arylation to form the C(sp2)–C(sp2) bond.
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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
![(1R,6R)-6-({[(2-Methyl-2-propanyl)oxy]carbonyl}amino)-3-cyclohexene-1-carboxylic acid structure](https://static.chemtradehub.com/structs/865/865689-24-3-5fef.webp "(1R,6R)-6-({[(2-Methyl-2-propanyl)oxy]carbonyl}amino)-3-cyclohexene-1-carboxylic acid structure")
(1R,6R)-6-({[(2-Methyl-2-propanyl)oxy]carbonyl}amino)-3-cyclohexene-1-carboxylic acid
CAS Number:
865689-24-3
Molecular Formula:
C12H19NO4
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