Visible light-assisted Ni-/Ir-catalysed atom-economic synthesis of spiro[furan-3,1'-indene] derivatives
Babasaheb Sopan Gore1, Chiao-Ying Kuo1, Jeh-Jeng Wang1,2
1Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, No. 100, Shih-Chuan 1st Road, Sanmin District, Kaohsiung City, 807, Taiwan. jjwang@kmu.edu.tw.
Abstract:
An atom-economic, efficient, and highly convenient construction of spiro[furan-3,1'-indene] skeletons from isocyanides and 1,5-enynes by synergistic nickel- and iridium-photocatalysis is reported. Spirocyclization was developed under practical and mild conditions, which features excellent functional group tolerance, gram-scale synthesis and representative synthetic transformations for the obtained products and broad substrate scope. Primary mechanistic studies demonstrated that the reaction proceeds through energy-transfer-mediated excitation of intermediate catalytic species.
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