Metal catalyzed defunctionalization reactions

被引:89
作者
Modak, Atanu [1 ]
Maiti, Debabrata [1 ]
机构
[1] Indian Inst Technol, Dept Chem, Bombay 400076, Maharashtra, India
关键词
C-O BONDS; SELECTIVE REDUCTIVE CLEAVAGE; CARBON-CYANO; ORGANIC HALIDES; ARYL ETHERS; POLYCHLORINATED-BIPHENYLS; HETEROGENEOUS CATALYSIS; PHENOL DERIVATIVES; MESYLOXY GROUPS; REDUCING AGENT;
D O I
10.1039/c5ob01949d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Defunctionalization has a direct impact on the synthesis of value added products (e.g. biomass degradation). In synthetic chemistry it enables the functional group to act as a transient directing group. In this mini review, we have described the chronological development of metal assisted defunctionalization reactions from the stoichiometric to the catalytic stage with their application in synthetic organic chemistry. The proposed catalytic cycles of the transformations have been described to make this review comprehensible.
引用
收藏
页码:21 / 35
页数:15
相关论文
共 157 条
[1]   Reactivity of Substituted Chlorines and Ensuing Dechlorination Pathways of Select PCB Congeners with Pd/Mg Bimetallics [J].
Agarwal, Shirish ;
Al-Abed, Souhail R. ;
Dionysiou, Dionysios D. ;
Graybill, Eric .
ENVIRONMENTAL SCIENCE & TECHNOLOGY, 2009, 43 (03) :915-921
[2]   Enhanced corrosion-based Pd/Mg bimetallic systems for dechlorination of PCBs [J].
Agarwal, Shirish ;
Al-Abed, Souhail R. ;
Dionysiou, Dionysios D. .
ENVIRONMENTAL SCIENCE & TECHNOLOGY, 2007, 41 (10) :3722-3727
[3]   Microwave-assisted palladium mediated decarbonylation reaction: synthesis of eulatachromene [J].
Akanksha ;
Maiti, Debabrata .
GREEN CHEMISTRY, 2012, 14 (08) :2314-2320
[4]   Ni-Catalyzed Reduction of Inert C-O Bonds: A New Strategy for Using Aryl Ethers as Easily Removable Directing Groups [J].
Alvarez-Bercedo, Paula ;
Martin, Ruben .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (49) :17352-17353
[5]   TRANSITION-METAL CATALYZED REACTIONS OF LITHIUM ALUMINUM-HYDRIDE WITH ALKYL AND ARYL HALIDES [J].
ASHBY, EC ;
LIN, JJ .
JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (06) :1263-1265
[6]   HETEROCYCLIC-ANALOGS OF THE ANTIHYPERTENSIVE BETA-ADRENERGIC BLOCKING-AGENT (S)-2-[3-(TERT-BUTYLAMINO)-2-HYDROXYPROPOXY]-3-CYANOPYRIDINE [J].
BALDWIN, JJ ;
ENGELHARDT, EL ;
HIRSCHMANN, R ;
PONTICELLO, GS ;
ATKINSON, JG ;
WASSON, BK ;
SWEET, CS ;
SCRIABINE, A .
JOURNAL OF MEDICINAL CHEMISTRY, 1980, 23 (01) :65-70
[7]   Ligand-Free Ni-Catalyzed Reductive Cleavage of Inert Carbon-Sulfur Bonds [J].
Barbero, Nekane ;
Martin, Ruben .
ORGANIC LETTERS, 2012, 14 (03) :796-799
[8]   Aldehyde decarbonylation catalysis under mild conditions [J].
Beck, CM ;
Rathmill, SE ;
Park, YJ ;
Chen, JY ;
Crabtree, RH ;
Liable-Sands, LM ;
Rheingold, AL .
ORGANOMETALLICS, 1999, 18 (25) :5311-5317
[9]   ACTIVATION OF REDUCING AGENTS - SODIUM HYDRIDE CONTAINING COMPLEX REDUCING AGENTS .33. NICRAS AND NICRALS AS NEW EFFICIENT DESULFURIZING REAGENTS [J].
BECKER, S ;
FORT, Y ;
VANDERESSE, R ;
CAUBERE, P .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (20) :4848-4853
[10]   Palladium(II)-Catalyzed meta-C-H Olefination: Constructing Multisubstituted Arenes through Homo-Diolefination and Sequential Hetero-Diolefination [J].
Bera, Milan ;
Maji, Arun ;
Sahoo, Santosh K. ;
Maiti, Debabrata .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (29) :8515-8519