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. 2024 Jan 2;14(1):278–352. doi: 10.1039/d3ra07670a

Summary of the reaction of alkynes with sulfur-containing structures and limitations or progress of the reactions.

Reactants Product Catalyst Solvent Method employed Reaction time Yield Limitations or progress Ref.
graphic file with name d3ra07670a-u13.jpg graphic file with name d3ra07670a-u14.jpg Ag3PO4 DMSO H2O, 70 °C 6 h Up to 74% (1) New transformation of alkynes Tang et al.59
(2) C–C, C–N, and C–S bonds formed.
(3) Excellent FG tolerance
graphic file with name d3ra07670a-u15.jpg graphic file with name d3ra07670a-u16.jpg Ag3PO4 DMSO H2O, 70 °C 4 h Up to 75% Efficient C to N aryl migration of homopropargylic alcohol Ning et al.60
graphic file with name d3ra07670a-u17.jpg graphic file with name d3ra07670a-u18.jpg CuBr·SMe2 Toluene BDU, 100 °C 22 h 53–97% Electronic and steric variations had not remarkable effect on the reaction Khalaj et al.61
graphic file with name d3ra07670a-u19.jpg graphic file with name d3ra07670a-u20.jpg Eosin Y EtOH I2, K2CO3, visible light, RT 48 h 52–80% (1) Exclusive Z-selectivity Sahoo et al.62
(2) C–S and C–O bond formation
graphic file with name d3ra07670a-u21.jpg graphic file with name d3ra07670a-u22.jpg DMF I2, K2CO3, 70 °C 5 h Up to 85% (1) C–S and C–N bond formation Ansari et al.63
(2) Excellent stereoselectivity
(3) Mild operation
graphic file with name d3ra07670a-u23.jpg graphic file with name d3ra07670a-u24.jpg KF, 50 °C 5 h Up to 81% (1) Stereoselective Hazarika et al.64
(2) Transition-metal-free
(3) Multiple bond cleavage and bond formation