From an operational perspective it may be desirable to proceed directly from a hydrazone to obtain a coupled product without isolation of the corresponding sulfonyl hydrazide, analogous to the widely employed Barluenga coupling . In that reaction, a sulfonyl hydrazone is simply combined with a sp 2 -boronic acid to deliver useful sp 2 -sp 3 linkages by way of a diazointermediate. After extensive exploration, a simple silane (PhSiMe2H, ca. $2/gram) could be added in situ to the standard reaction conditions thereby enabling the equivalent of a reductive Barluenga coupling using more convenient (hetero)aryl halides as illustrated in Table . Dozens of substrates were evaluated across a range of different hydrazones and aryl halides revealing the remarkable versatility of this method. In terms of the experimental protocol, it is operationally trivial to conduct as sulfonyl hydrazone formation is quantitative and isolation is optional. In cases where a hydrazone is used without purification, residual quantities of MeOH present after evaporation does not significantly impact the ensuing coupling. With the hydrazone in hand (isolated or used after evaporation of MeOH), the remaining materials are added (ArX, Ni(dme)Cl2, dNH2-bpy), followed by DMF under N2 or Ar (pre-stirring until homogenous), followed by base and silane.