Recent Advances in the Synthesis of Thiophene Derivatives by Cyclization of Functionalized Alkynes

被引:70
作者
Mancuso, Raffaella [1 ]
Gabriele, Bartolo [1 ]
机构
[1] Univ Calabria, Dipartimento Chim & Tecnol Chim, I-87036 Arcavacata Di Rende, CS, Italy
来源
MOLECULES | 2014年 / 19卷 / 10期
关键词
alkynes; catalysis; cyclization; heterocyclization; thiophenes; PALLADIUM-CATALYZED CYCLOISOMERIZATION; HIGHLY SUBSTITUTED THIOPHENES; MEDIATED CYCLIZATION; EFFICIENT SYNTHESIS; CARBONYL-COMPOUNDS; MOLECULAR-IODINE; STRATEGIC USE; HETEROCYCLES; CHEMISTRY; FURANS;
D O I
10.3390/molecules191015687
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
This review is intended to highlight some recent and particularly interesting examples of the synthesis of thiophene derivatives by heterocyclization of readily available S-containing alkyne substrates.
引用
收藏
页码:15687 / 15719
页数:33
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共 110 条
[51]   The chemistry of the carbon-transition metal double and triple bond: Annual survey covering the year 2009 [J].
Herndon, James W. .
COORDINATION CHEMISTRY REVIEWS, 2011, 255 (1-2) :3-100
[52]   Copper(I)-Catalyzed Synthesis of 2,5-Disubstituted Furans and Thiophenes from Haloalkynes or 1,3-Diynes [J].
Jiang, Huanfeng ;
Zeng, Wei ;
Li, Yibiao ;
Wu, Wanqing ;
Huang, Liangbing ;
Fu, Wei .
JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (11) :5179-5183
[53]   Thiophenes from Viktor Meyer to Poly(Thiophene) Some Reactions and Synthesis [J].
Joule, John A. .
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2013, 188 (04) :287-316
[54]   Synthesis of Heterocycles Mediated by Benzotriazole. 1. Monocyclic Systems [J].
Katritzky, Alan R. ;
Rachwal, Stanislaw .
CHEMICAL REVIEWS, 2010, 110 (03) :1564-1610
[55]   Synthesis of 5-membered heterocycles using benzoylacetonitriles as synthon [J].
Khidre, Rizk Elsayed ;
Abdelwahab, Bakr Fathy .
TURKISH JOURNAL OF CHEMISTRY, 2013, 37 (05) :685-711
[56]   Construction of Heterocycles by the Strategic Use of Alkyne π-Activation in Catalyzed Cascade Reactions [J].
Kirsch, Stefan F. .
SYNTHESIS-STUTTGART, 2008, (20) :3183-3204
[57]   A general approach to polysubstituted pyrroles [J].
Knight, David W. ;
Rost, Heinz C. ;
Sharland, Christopher M. ;
Singkhonrat, Jirada .
TETRAHEDRON LETTERS, 2007, 48 (44) :7906-7910
[58]   Metal-catalyzed carbon-sulfur bond formation [J].
Kondo, T ;
Mitsudo, T .
CHEMICAL REVIEWS, 2000, 100 (08) :3205-3220
[59]   METAL-CATALYZED HETEROCYCLIZATION: FORMATION OF FIVE- AND SIX-MEMBERED OXYGEN HETEROCYCLES THROUGH CARBON-OXYGEN BOND FORMING REACTIONS [J].
Majumdar, Krishna C. ;
Debnath, Pradip ;
Roy, Brindaban .
HETEROCYCLES, 2009, 78 (11) :2661-2728
[60]   A recyclable and base-free method for the synthesis of 3-iodothiophenes by the iodoheterocyclisation of 1-mercapto-3-alkyn-2-ols in ionic liquids [J].
Mancuso, Raffaella ;
Pomelli, Christian S. ;
Chiappe, Cinzia ;
Larock, Richard C. ;
Gabriele, Bartok .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2014, 12 (04) :651-659