A novel one-pot reformatsky type reaction via bismuth salt in aqueous media

The Chemistry of α-Haloketones and Their Utility in Heterocyclic Synthesis

“…A wide variety of reagents have been employed to carry out this reaction. Among them are aqueous TiCl 3 [ 654 ], iodide ion [ 655 , 656 , 657 , 658 , 659 ], tellurium reagents [ 660 , 661 ], molybdenum and palladium catalysis [ 662 ], nickel boride [ 663 ], thiols and selenols [ 664 ], metal halides [ 665 , 666 , 667 , 668 ], sodium dithionite [ 669 ], cyanoborohydride [ 670 ], inorganic phosphorus com-pounds [ 671 ] and various metal carbonyls [ 672 , 673 , 674 , 675 , 676 ]. Bis(triphenylstannyl)selenide (Ph 3 Sn) 2 Se ( 329 ) is one example of reductive reagents, the mechanism of its reductive action on α-bromoketones is shown in Scheme 97 [ 677 , 678 ].…”

The Chemistry of α‐Haloketones and Their Utility in Heterocyclic Synthesis

“…A wide variety of reagents have been employed to carry out this reaction. Among them are aqueous TiCl 3 [654], iodide ion [655][656][657][658][659], tellurium reagents [660,661], molybdenum and palladium catalysis [662], nickel boride [663], thiols and selenols [664], metal halides [665][666][667][668], sodium dithionite [669], cyanoborohydride [670], inorganic phosphorus compounds [671] and various metal carbonyls [672][673][674][675][676]. Bis(triphenylstannyl)selenide (Ph 3 Sn) 2 Se (329) is one example of reductive reagents, the mechanism of its reductive action on α-bromoketones is shown in Scheme 97 [677,678].…”

3-(4-Chlorophenyl)-3-hydroxy-1-phenylpropan-1-one

“…We have recently investigated the Reformatsky reaction (Bieber et al, 1997) in aqueous media (Chan et al, 1994;Shen et al, 1997). A new compound, namely 3-(4-chlorophenyl)-3hydroxy-1-phenylpropan-1-one, (I), has been synthesized by the reaction of 4-chlorobenzaldehyde and 2-bromoacetophenone in the presence of zinc in an aqueous medium.…”