Indium-mediated organic reactions in aqueous media

被引:76
作者
Pae, AN [1 ]
Cho, YS [1 ]
机构
[1] Korea Inst Sci & Technol, Biochem Res Ctr, Seoul 130650, South Korea
关键词
D O I
10.2174/1385272023374030
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
This review summarizes recent developments that have been reported on organic reactions using indium metal (or salts) in aqueous media. These organic reactions include the carbon-carbon bond formation such as Barbier-type reactions and aldol reactions, reduction, reactions using indium salts in aqueous media, and their synthetic applications.
引用
收藏
页码:715 / 737
页数:23
相关论文
共 85 条
[61]   Diastereo- and enantiodifferentiation in indium-promoted allylations of 2,3-azetidinediones in water.: Definition of long-range stereocontrol elements on π-facial selectivity for β-lactam synthesis [J].
Paquette, LA ;
Rothhaar, RR ;
Isaac, M ;
Rogers, LM ;
Rogers, RD .
JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (16) :5463-5472
[62]   Diastereoselection during 1,2-addition of the allylindium reagent to alpha-thia and alpha-amino aldehydes in aqueous and organic solvents [J].
Paquette, LA ;
Mitzel, TM ;
Isaac, MB ;
Crasto, CF ;
Schomer, WW .
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (13) :4293-4301
[63]   Addition of allylindium reagents to aldehydes substituted at C-alpha or C-beta with heteroatomic functional groups. Analysis of the modulation in diastereoselectivity attainable in aqueous, organic, and mixed solvent systems [J].
Paquette, LA ;
Mitzel, TM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (08) :1931-1937
[64]  
PARDO R, 1985, B SOC CHIM FR, P98
[65]   Indium-mediated reductive dehalogenation of α-halocarbonyl compounds in water [J].
Park, L ;
Keum, G ;
Kang, SB ;
Kim, KS ;
Kim, Y .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2000, (24) :4462-4463
[66]   Palladium-catalyzed cross-coupling reactions of triorganoindium compounds with vinyl and aryl triflates or iodides [J].
Pérez, I ;
Sestelo, JP ;
Sarandeses, LA .
ORGANIC LETTERS, 1999, 1 (08) :1267-1269
[67]   Indium metal as a reducing agent in organic synthesis [J].
Pitts, MR ;
Harrison, JR ;
Moody, CJ .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2001, (09) :955-977
[68]   Indium as a reducing agent.: Chemoselective reduction of α-halocarbonyl compounds and benzyl halides by indium metal in water under sonication [J].
Ranu, BC ;
Dutta, P ;
Sarkar, A .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1999, (09) :1139-1140
[69]   Stereoselective reduction of aryl-substituted gem-dibromides to vinyl bromides by indium metal [J].
Ranu, BC ;
Samanta, S ;
Guchhait, SK .
JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (11) :4102-4103
[70]   Selective reduction of terminal alkynes to alkenes by indium metal [J].
Ranu, BC ;
Dutta, J ;
Guchhait, SK .
JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (16) :5624-5626