CuI-catalyzed C1-alkynylation of tetrahydroisoquinolines (THIQs) by A3 reaction with tunable iminium ions.
摘要:
A CuI-catalyzed A(3) (amines, aldehydes and alkynes) reaction of tetrahydroisoquinolines (THIQs), aldehydes, and alkynes to give C1-alkynylated THIQ products (endo-yne-THIQs) was developed. This redox neutral C1-alkynylation of THIQs, which was conducted under mild conditions, has a broad scope for the used aldehydes and alkynes. It was proposed that the A(3) reaction first generates in situ exo-iminium ions, which then isomerize to endo-iminium ions and react with copper acetylides to give the endo alkynylated THIQs (endo-yne-THIQs).
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关键词:
SP(3) C-H DEHYDROGENATIVE-COUPLING REACTION ALDEHYDE-ALKYNE-AMINE TERTIARY-AMINES BONDS ADJACENT NITROGEN ATOM TERMINAL ALKYNES VISIBLE-LIGHT FUNCTIONALIZATION PROPARGYLAMINES
DOI:
10.1021/ol402517e
被引量:
年份:
2013
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