28748-41-6Relevant articles and documents
Copper-catalyzed direct alkylation of heteroarenes
Theunissen, Cédric,Wang, Jianjun,Evano, Gwilherm
, p. 3465 - 3470 (2017/07/11)
An efficient and broadly applicable process is reported for the direct alkylation of C-H bonds in heteroarenes, privileged scaffolds in many areas of science. This reaction is based on the copper-catalyzed addition of alkyl radicals generated from activated secondary and tertiary alkyl bromides to a wide range of arenes, including furans, thiophenes, pyrroles, and their benzo-fused derivatives, as well as coumarins and quinolinones.
Cobalt-Catalyzed Negishi Cross-Coupling Reactions of (Hetero)Arylzinc Reagents with Primary and Secondary Alkyl Bromides and Iodides
Hammann, Jeffrey M.,Haas, Diana,Knochel, Paul
supporting information, p. 4478 - 4481 (2015/04/14)
We report a cobalt-catalyzed cross-coupling of di(hetero)arylzinc reagents with primary and secondary alkyl iodides or bromides using THF-soluble CoCl2·2 LiCl and TMEDA as a ligand, which leads to the corresponding alkylated products in up to 88% yield. A range of functional groups (e.g. COOR, CN, CF3, F) are tolerated in these substitution reactions. Remarkably, we do not observe rearrangement of secondary alkyl iodides to unbranched products. Additionally, the use of cyclic TBS-protected iodohydrins leads to trans-2-arylcyclohexanol derivatives in excellent diastereoselectivities (up to d.r.=99:1).
Ruthenium NHC catalyzed highly asymmetric hydrogenation of benzofurans
Ortega, Nuria,Urban, Slawomir,Beiring, Bernhard,Glorius, Frank
supporting information; experimental part, p. 1710 - 1713 (2012/04/05)
H2-O-T! Aromatic O-heterocycles are a challenging substrates for asymmetric hydrogenation (H2). An in situ formed chiral N-heterocyclic carbene (NHC) ruthenium complex allows the high yielding, completely regioselective, and highly asymmetric hydrogenation of substituted benzofurans at room Temperature, giving valuable 2,3-dihydrobenzofurans (see scheme). Copyright