Carbonylative synthesis of heterocycles involving diverse CO surrogates

被引:102
作者
Chen, Zhengkai [1 ]
Wang, Le-Cheng [1 ]
Wu, Xiao-Feng [1 ,2 ]
机构
[1] Zhejiang Sci Tech Univ, Dept Chem, Hangzhou 310018, Peoples R China
[2] Univ Rostock, Leibniz Inst Katalyse eV, Albert Einstein Str 29a, D-18059 Rostock, Germany
基金
中国国家自然科学基金;
关键词
PALLADIUM-CATALYZED SYNTHESIS; DIRECT AEROBIC CARBONYLATION; CARBON-MONOXIDE SOURCE; TRANSITION-METAL-FREE; FORMIC-ACID; MOLYBDENUM HEXACARBONYL; BOND ACTIVATION; OXALIC-ACID; MEDIATED CARBONYLATION; SYNERGISTIC CATALYSIS;
D O I
10.1039/d0cc01504k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Recent advances in the carbonylative synthesis of heterocycles by using diverse CO surrogates as sources of CO are summarized and discussed. The merger of carbonylative transformations involving CO surrogates with heterocyclic compound syntheses provides a powerful and promising tool for the construction of a series of carbonyl-containing heterocyclic compounds. In contrast to toxic and flammable gaseous carbon monoxide, most of the CO surrogates are readily available, bench-stable, harmless and easy to handle. This feature article will mainly focus on heterocycle syntheses involving CO surrogates, including formic acid, formates, molybdenum hexacarbonyl, etc.
引用
收藏
页码:6016 / 6030
页数:15
相关论文
共 134 条
[1]   Palladium-Catalyzed Molybdenum Hexacarbonyl-Mediated Gas-Free Carbonylative Reactions [J].
Akerbladh, Linda ;
Odell, Luke R. ;
Larhed, Mats .
SYNLETT, 2019, 30 (02) :141-155
[2]   Synthesis of 2-Aminoquinazolinones via Carbonylative Coupling of ortho-lodoanilines and Cyanamide [J].
Akerbladh, Linda ;
Odell, Luke R. .
JOURNAL OF ORGANIC CHEMISTRY, 2016, 81 (07) :2966-2973
[3]   Synthesis of 4-Quinolones via a Carbonylative Sonogashira Cross-Coupling Using Molybdenum Hexacarbonyl as a CO Source [J].
Akerbladh, Linda ;
Nordeman, Patrik ;
Wejdemar, Matyas ;
Odell, Luke R. ;
Larhed, Mats .
JOURNAL OF ORGANIC CHEMISTRY, 2015, 80 (03) :1464-1471
[4]   PALLADIUM-CATALYZED SYNTHESIS OF COUMARIN [J].
AN, ZW ;
CATELLANI, M ;
CHIUSOLI, GP .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1989, 371 (03) :C51-C52
[5]   Cascade polycyclizations in natural product synthesis [J].
Ardkhean, R. ;
Caputo, D. F. J. ;
Morrow, S. M. ;
Shi, H. ;
Xiong, Y. ;
Anderson, E. A. .
CHEMICAL SOCIETY REVIEWS, 2016, 45 (06) :1557-1569
[6]   Oxalic Acid as Sustainable CO Source for Pyrrolone-Fused Benzosuberenes Synthesis through Palladium Catalyzed Carbonylative Cyclization [J].
Bharti, Richa ;
Reddy, C. Bal ;
Das, Pralay .
CHEMISTRYSELECT, 2017, 2 (17) :4626-4629
[7]   Palladium-catalyzed hydroxycarbonylation of aryl and vinyl halides or triflates by acetic anhydride and formate anions [J].
Cacchi, S ;
Fabrizi, G ;
Goggiamani, A .
ORGANIC LETTERS, 2003, 5 (23) :4269-4272
[8]   Transition-metal-catalyzed transfer carbonylation with HCOOH or HCHO as non-gaseous C1 source [J].
Cao, Jian ;
Zheng, Zhan-Jiang ;
Xu, Zheng ;
Xu, Li-Wen .
COORDINATION CHEMISTRY REVIEWS, 2017, 336 :43-53
[9]   A NEW PALLADIUM-CATALYZED SYNTHESIS OF 3,4-DISUBSTITUTED COUMARINS FROM 3-ALKENOATES OF ORTHO-IODOPHENOL, PHENYLACETYLENE AND CARBON-MONOXIDE [J].
CATELLANI, M ;
CHIUSOLI, GP ;
FAGNOLA, MC ;
SOLARI, G .
TETRAHEDRON LETTERS, 1994, 35 (32) :5923-5926
[10]   A practical and facile approach towards indole alkaloids: (-)-mitralactonine [J].
Chavan, Subhash P. ;
Sharma, Pallavi ;
Sivappa, Rasapalli ;
Kalkote, Uttam R. .
SYNLETT, 2007, (01) :79-82