B(C6F5)3: an efficient catalyst for reductive alkylation of alkoxy benzenes and for synthesis of triarylmethanes using aldehydes

Selective Conversion of Benzylic Phosphates into Diarylmethanes Through Al(OTf)3‐Catalyzed Friedel–Crafts‐Type Benzylation

“…The reaction of unprotected para ‐formyl benzylic phosphate under the same conditions gave 6 in a lower yield of 29 %. The resulting aromatic aldehyde ( 6 ) was further converted into the tetraaryl compound 7 in 92 % yield through Friedel–Crafts‐type diarylation of aldehyde with indole catalyzed by B(C 6 F 5 ) 3 …”

Aldo‐X Bifunctional Building Blocks for the Synthesis of Heterocycles

“…In the presence of a reductant, polymethylhydrosiloxane (PMHS), compound 17 a could be converted into isochroman derivative 18 a (Scheme ). In a similar way, tetrahydroisoquinoline derivative 18 b can also be synthesized without affecting the stability of the Boc protecting group by using B(C 6 F 5 ) 3 as a catalyst …”

Polymethylhydrosiloxane

“…PMHS in the presence of catalytic B(C 6 F 5 ) 3 can be used for the reductive alkylation of electron-rich aromatics with aromatic or aliphatic aldehydes, to give the corresponding alkyl aromatic species (eq 71). 144 Intramolecular versions were also reported (eq 72). 144 Several C-C bond forming cyclization reactions have been achieved using PMHS in the presence of metal catalysts.…”

“…144 Intramolecular versions were also reported (eq 72). 144 Several C-C bond forming cyclization reactions have been achieved using PMHS in the presence of metal catalysts. For example, the complex polycyclic species in eq 73 underwent Pd-catalyzed ene-yne cyclization in good yield to provide an intermediate to congeners of the natural product daphnane.…”