Tetrabutylammonium decatungstate (TBADT) accelerated the addition of C-H bonds to the N═N double bond of diisopropyl azodicarboxylate (DIAD) under irradiation conditions. The photoinduced three-component coupling between cyclic alkanes, CO, and DIAD was also achieved to give the corresponding acyl hydrazides.

A three‐component coupling between alkanes, CO, and electron‐deficient alkenes in the presence of a catalytic amount of (nBu4N)4W10O32 (TBADT) has resulted in the efficient formation of unsymmetrical ketones. This process is based on the carbonylation of alkyl radicals photocatalytically generated by CH activation of alkanes and the subsequent addition to alkenes (see scheme; EWG=electron‐withdrawing group).

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Efficient C-H/C-N and C-H/C-CO-N Conversion viaDecatungstate--Photoinduced Alkylation of Diisopropyl Azodicarboxylate. -In some cases the choice of the irradiation source plays a crucial role in the yield of the products obtained. -(RYU*, I.; TANI, A.; FUKUYAMA, T.; RAVELLI, D.; MONTANARO, S.; FAGNONI*, M.; Org. Lett. 15 (2013) 10, 2554-2557, http://dx.