Decarboxylative reactions with and without light - a comparison

被引:370
作者
Schwarz, Johanna [1 ]
Koenig, Burkhard [1 ]
机构
[1] Univ Regensburg, Inst Organ Chem, Univ Str 31, D-93053 Regensburg, Germany
关键词
ALPHA-OXOCARBOXYLIC ACIDS; ALKYNYL CARBOXYLIC-ACIDS; CROSS-COUPLING REACTION; C-H ARYLATION; COPPER-CATALYZED DECARBOXYLATION; ONE-POT SYNTHESIS; ADHESION MOLECULE-1 INTERACTION; HYPERVALENT IODINE REAGENTS; P-ARYLTHIO CINNAMIDES; VISIBLE-LIGHT;
D O I
10.1039/c7gc02949g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Carboxylic acids have gained more and more importance as versatile and renewable starting materials for the formation of platform molecules or high-value chemicals. Many decarboxylative reactions using metal- or photoredox catalysis have been reported during the last few years. In this review, we give a general overview of decarboxylative reactions; we compare different approaches for similar reactions and examine their advantages and disadvantages.
引用
收藏
页码:323 / 361
页数:39
相关论文
共 476 条
[1]   1-(N-Acylamino)alkyl Sulfones from N-Acyl-α-amino Acids or N-Alkylamides [J].
Adamek, Jakub ;
Mazurkiewicz, Roman ;
Pazdzierniok-Holewa, Agnieszka ;
Grymel, Miroslawa ;
Kuznik, Anna ;
Zielinska, Katarzyna .
JOURNAL OF ORGANIC CHEMISTRY, 2014, 79 (06) :2765-2770
[2]   SILVER(I)-CATALYZED OXIDATIVE DECARBOXYLATION OF ACIDS BY PEROXYDISULFATE - ROLE OF SILVER(II) [J].
ANDERSON, JM ;
KOCHI, JK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1970, 92 (06) :1651-&
[3]   SILVER(II) COMPLEXES IN OXIDATIVE DECARBOXYLATION OF ACIDS [J].
ANDERSON, JM ;
KOCHI, JK .
JOURNAL OF ORGANIC CHEMISTRY, 1970, 35 (04) :986-&
[4]  
[Anonymous], ANGEW CHEM
[5]  
[Anonymous], 2015, SPRINGER BRIEFS MOL, DOI DOI 10.1007/978-3-319-10500-0_2
[6]  
[Anonymous], 2012, SYNTHESIS
[7]   3,4-Propylenedioxypyrrole-Based Conjugated Oligomers via Pd-Mediated Decarboxylative Cross Coupling [J].
Arroyave, Frank A. ;
Reynolds, John R. .
ORGANIC LETTERS, 2010, 12 (06) :1328-1331
[8]   Malonic Acid Half Thioesters (MAHTs) as Efficient Enolate Precursors in Biomimetic Catalysis [J].
Bae, Han Yong .
SYNLETT, 2015, 26 (05) :705-706
[9]   Organocatalytic Enantioselective Decarboxylative Aldol Reaction of Malonic Acid Half Thioesters with Aldehydes [J].
Bae, Han Yong ;
Sim, Jae Hun ;
Lee, Ji-Woong ;
List, Benjamin ;
Song, Choong Eui .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (46) :12143-12147
[10]   Switching the Z/E Selectivity in the Palladium(II)-Catalyzed Decarboxylative Heck Arylations of trans-Cinnamaldehydes by Solvent [J].
Ban, Shu-Rong ;
Wang, Hai-Ning ;
Toader, Violeta ;
Bohle, D. Scott ;
Li, Chao-Jun .
ORGANIC LETTERS, 2014, 16 (24) :6282-6285