Cobalt-Catalyzed Chemoselective Transfer Hydrogenative Cyclization Cascade of Enone-Tethered Aldehydes.

The ligand-free Co-catalyzed chemoselective reductive cyclization cascade of enone-tethered aldehydes with i-PrOH as the environmentally benign hydrogen surrogate is developed by this study. Mechanistic studies disclosed that such a protocol is initiated by an ortho-enone-assisted Co(I)-catalyzed reduction of the aldehyde functionality with i-PrOH. Meanwhile, the selectivity from the Michael-Aldol cycloreduction cascade to the oxa-Michael cascade is feasible and readily adjusted by the addition of steric Lewis bases, such as TEMPO and DABCO, delivering substituted 1H-indenes and dihydroisobenzofurans, respectively.

• Publication year

  2021

• Venue

  Organic Letters

• Publication date

  2021-05-07

• Fields of study

  Medicine, Chemistry

• Identifiers
  DOI 10.1021/acs.orglett.1c00992PMID 33960792
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar, PubMed

• No claims are published for this paper.

• No concepts are published for this paper.

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