4.7 Article

Palladium(II)-Catalyzed Intermolecular Cascade Cyclization of Methylenecyclopropanes with Aromatic Alkynes: Construction of Spirocyclic Compounds Containing Indene and 1,2-Dihydronaphthalene Moieties

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 361, Issue 14, Pages 3446-3450

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201900327

Keywords

palladium catalysis; methylenecyclopropane; cyclization

Funding

  1. National Basic Research Program of China [(973)-2015CB856603]
  2. Strategic Priority Research Program of the Chinese Academy of Sciences [XDB20000000, sioczz201808]
  3. National Natural Science Foundation of China [20472096, 21372241, 21572052, 20672127, 21421091, 21372250, 21121062, 21302203, 20732008, 21772037, 21772226, 21861132014]

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A palladium(II)-catalyzed intermolecular cascade cyclization of methylenecyclopropanes with aromatic alkynes is reported in this paper. The reaction involves a migratory insertion of alkyne, an intramolecular Heck-type reaction, and beta-H elimination, providing a series of spirocyclic compounds containing indene and 1,2-dihydronaphthalene moieties in moderate to excellent yields upon heating.

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