Journal
ACS CATALYSIS
Volume -, Issue -, Pages -Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.2c05901
Keywords
copper; alkyne; Sonogashira coupling; aryl radical; halogen abstraction
Categories
Ask authors/readers for more resources
A new strategy combining Cu-catalyzed alkyne transfer with aryl radical activation of carbon-halide bonds enables the coupling of alkyl iodides with terminal alkynes. This unprecedented Sonogashira-type cross coupling reaction is tolerant towards a wide range of functional groups and has applications in pharmaceutical synthesis and the synthesis of positron emission tomography tracers.
Despite the success of Sonogashira coupling for the synthesis of arylalkynes and conjugated enynes, the engagement of unactivated alkyl halides in such reactions remains historically challenging. We report herein a strategy that merges Cu-catalyzed alkyne transfer with the aryl radical activation of carbon-halide bonds to enable a general approach for the coupling of alkyl iodides with terminal alkynes. This unprecedented Sonogashira-type cross coupling reaction tolerates a broad range of functional groups and has been applied to the late-stage cross-coupling of densely functionalized pharmaceutical agents as well as the synthesis of positron emission tomography tracers.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available