Tetrahedron Letters p. 4124 - 4127 (2015)
Update date:2022-08-05
Topics:
Catano, Bryant
Lee, John
Kim, Claudia
Farrell, David
Petersen, Jeffrey L.
Xing, Yalan
Abstract Aromatic and aliphatic alkynes can be halo-functionalized to α,α-dihalodimethyl ketals catalyzed by FeCl3 in excellent yields. MeOH is used as a nucleophilic solvent and N-halosuccinimide as the halogen source for this efficient transformation. The resulting α,α-dibromodimethyl ketals can be converted to the corresponding α,α-dibromoketones by treatment with 8% FeCl3 in silica gel.
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