121682-89-1Relevant academic research and scientific papers
Photoredox Cross-Coupling: Ir/Ni Dual Catalysis for the Synthesis of Benzylic Ethers
Karakaya, Idris,Primer, David N.,Molander, Gary A.
supporting information, p. 3294 - 3297 (2015/07/15)
Single-electron transmetalation has emerged as an enabling paradigm for the cross-coupling of Csp3 hybridized organotrifluoroborates. Cross-coupling of α-alkoxymethyltrifluoroborates with aryl and heteroaryl bromides has been demonstrated by employing dual catalysis with a combination of an iridium photoredox catalyst and a Ni cross-coupling catalyst. The resulting method enables the alkoxymethylation of diverse (hetero)arenes under mild, room-temperature conditions. (Chemical Equation Presented).
Preparation of potassium alkoxymethyltrifluoroborates and their cross-coupling with aryl chlorides
Molander, Gary A.,Canturk, Belgin
supporting information; experimental part, p. 2135 - 2138 (2009/05/26)
(Chemical Equation Presented) A wide variety of alkoxymethyltrifluoroborate substrates were prepared via SN2 displacement of potassium bromomethyltrifluoroborate with various alkoxides in excellent yields. These alkoxymethyltrifluoroborates were effectively cross-coupled with several aryl chlorides. This method provides a unique dissonant disconnect that allows greater flexibility in the design of new and improved synthetic pathways.
SHORT SYNTHESIS OF C-ARYL-GLUCOPYRANOSIDES OF THE PAPULACANDIN TYPE
Schmidt, Richard R.,Frick, Wendelin
, p. 7163 - 7170 (2007/10/02)
The aryllithium species 5a-A and 5b-A generated via bromine/lithium exchange reaction, afforded with the per-O-benzylated D-glucose 6 the adducts 9a,b; subsequent oxidation furnished the corresponding ketones 10a,b.Compound 10a was also obtained from 5a-A
