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BF3·OEt2-mediated [1, 2]-aryl shift: Synthesis of functionalized α-arylnitriles via the bromination/cyanation/deformylation of substituted deoxybenzoin. Issue 34 (24th August 2017)
Record Type:
Journal Article
Title:
BF3·OEt2-mediated [1, 2]-aryl shift: Synthesis of functionalized α-arylnitriles via the bromination/cyanation/deformylation of substituted deoxybenzoin. Issue 34 (24th August 2017)
Main Title:
BF3·OEt2-mediated [1, 2]-aryl shift: Synthesis of functionalized α-arylnitriles via the bromination/cyanation/deformylation of substituted deoxybenzoin
Abstract: A new sequential, tandem synthesis of functionalized α-arylnitriles via the bromination/cyanation/deformylation of substituted deoxybenzoin has developed. CuBr2 -promoted bromination of substituted deoxybenzoins gives 2-bromo-2-arylacetophenne3 . The cyanation of3 with sodium cyanide (NaCN) generates epoxynitrile. Then, a treatment of epoxynitrile with BF3 · OEt2 results in the formation of functionalized α-arylnitriles4 via a 1, 2-aryl shift. Graphical abstract: