Fig. 1: Synthesis of internal alkynes. | Nature Communications

Fig. 1: Synthesis of internal alkynes.

From: Functionalization of remote C(sp3)-H bonds enabled by copper-catalyzed coupling of O-acyloximes with terminal alkynes

Fig. 1

a Sonogashira coupling of unactivated alkyl halides with terminal alkynes (Fu3); b Cu-catalyzed alkynylation of C(sp3)-H adjacent to a nitrogen atom (Li7); c terminal alkynes as radical acceptors (Chen and Xiao19, Leonori28); d alkynylation of C-radicals with Waser’s EBX reagent25; e reaction design: working hypothesis; f Cu-catalyzed C(sp3)–C(sp) coupling of oxime esters with terminal alkynes. NHC N-heterocyclic carbene, dtbbp 4,4′-di-tert-butyl-2,2′-dipyridyl.

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