Room‐Temperature‐Stable Diazoalkenes by Diazo Transfer from Azides: Pyridine‐Derived Diazoalkenes

Recently, stable diazoalkenes have received significant attention as a new substance class in organic chemistry. While their previous synthetic access was exclusively limited to the activation of nitrous oxide, we here establish much more general approach utilizing Regitz-type diazo transfer with azides. Importantly, this is also applicable weakly polarized olefins such 2-pyridine olefins. The pyridine are not accessible by allowing for considerable extension scope only recently accessed functional group. diazoalkene has properties distinct from previously reported classes, photochemical triggered loss dinitrogen affords cumulenes and C-H insertion products. Pyridine derived represent so far least reported.