Jump to main content
Jump to site search


ReI-Catalyzed highly regio- and stereoselective C–H addition to terminal and internal alkynes

Author affiliations

Abstract

We have developed an effective ortho C–H functionalization of arylpyridines and detachable N-pyrimidyl indoles by terminal and internal alkynes using a Re(I) catalyst providing an efficient access to various E-selective alkenylation products. The catalytic reaction is compatible with various aliphatic alkynes, aromatic terminal alkynes and internal alkynes, and structurally different nitrogen heterocycles. Deuterium-labeling experiments indicate that significant deuterium scrambling occurs with the directing groups and acetylenic sp C–H bonds before the migratory insertion.

Graphical abstract: ReI-Catalyzed highly regio- and stereoselective C–H addition to terminal and internal alkynes

Back to tab navigation

Supplementary files

Publication details

The article was received on 05 Oct 2018, accepted on 31 Oct 2018 and first published on 01 Nov 2018


Article type: Research Article
DOI: 10.1039/C8QO01068D
Citation: Org. Chem. Front., 2019, Advance Article
  •   Request permissions

    ReI-Catalyzed highly regio- and stereoselective C–H addition to terminal and internal alkynes

    Y. Chang, S. Prakash and C. Cheng, Org. Chem. Front., 2019, Advance Article , DOI: 10.1039/C8QO01068D

Search articles by author

Spotlight

Advertisements