Gold(I)-Catalyzed and Ligand-Controlled Regioselective Cascade Cycloisomerizations of Bis(indolyl)-1,3-diynes and a Mechanistic Explanation.

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2019
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Abstract
A regioselective synthetic method for the preparation of indole-fused seven-membered rings and bis(indole) connected to five-membered heterocyclic units from gold(I)-catalyzed cascade cycloisomerization of bis(indolyl)-1,3-diynes is described. This divergence in product selectivity was induced by introducing another alkynyl moiety to change the electron density at the internal alkyne and fine-tuning the steric nature of the phosphine ligand in the Au(I) catalyst. Mechanistic studies including DFT calculations uncovered the ligand-controlled manner.
Reference Key
zhang2019goldicatalyzedorganic Use this key to autocite in the manuscript while using SciMatic Manuscript Manager or Thesis Manager
Authors Zhang, Yan-Yan;Wei, Yin;Shi, Min;
Journal Organic letters
Year 2019
DOI
10.1021/acs.orglett.9b02778
URL
Keywords
crystal structure hydrogen bonding n-heterocyclic carbene hirshfeld surface imidazolium salt

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