Transition metal free C(sp3)–C(sp3) coupling between alcohols and N-heteroarenes via a dehydrogenative SET/HAT process
Literature Information
Publication Date
2023-12-12
DOI
10.1039/D3QO01875J
Impact Factor
5.281
Authors
Xiaoping Liu, Dongjie Wang, Jordan Garo, Jean-Marc Sotiropoulos, Marc Taillefer
View Original
Abstract
Transition metal free direct activation and Csp3–Csp3 coupling of benzylic alcohol derivatives with N-heteroarenes was performed in a basic medium in the presence of an aryl halide additive. Various E-alkenyl heteroarenes were obtained, among which is the STB-8 imaging reagent of β-amyloid associated with Alzheimer's disease. From the combination of experimental results and DFT calculations, we assume that the reaction proceeds via a combined SET/HAT dehydrogenation pathway.
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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
5,5',5''-(((2,4,6-Trimethylbenzene-1,3,5-triyl)tris(methylene))tris(oxy))triisophthalic acid
CAS Number:
1159974-70-5
Molecular Formula:
C36H30O15
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