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Authors Liu, Yao; Puig de la Bellacasa, Raimon |
Abstract The first α-boryl diazo compound that is capable of engaging in classic synthetic organic diazo reaction chemistry is described. The diazomethyl-1,2-azaborine 1, which is a BN isostere of phenyldiazomethane, is significantly more stable than phenyldiazomethane; its reaction chemistry ranges from C–H activation, O–H activation, [3+2] cycloaddition, and halogenation, to Ru-catalyzed carbonyl olefination. The demonstrated broad range of reactivity of diazomethyl-1,2-azaborine 1 makes it an exceptionally versatile synthetic building block for the 1,2-azaborine heterocyclic motif. |
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Journal Journal of the American Chemical Society, 8 September 2021, v.143, n.35, p. 14059-14064 |
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Publication date 2021-09-08 |
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