Potential chemical transformation of phosphinic acid derivatives and their applications in the synthesis of drugs

被引:21
作者
Abdou, Moaz M. [1 ,2 ]
El-Saeed, Rasha A. [3 ]
机构
[1] Egyptian Petr Res Inst, PO 11727, Cairo, Egypt
[2] Univ Liverpool, Dept Chem, Liverpool L69 7ZD, Merseyside, England
[3] Mansoura Univ, Fac Sci, Dept Chem, ET-35516 Mansoura, Egypt
关键词
Kabachnik-Fields reaction; Hydrophosphinylation; Phospha-Mannich Reaction; Hirao cross-coupling reactions; Amidoalkylation; Michael addition; Synthesis of drugs; KABACHNIK-FIELDS REACTION; ALPHA-AMINO PHOSPHONATES; ONE-POT SYNTHESIS; NICKEL-CATALYZED ADDITION; SOLID-PHASE SYNTHESIS; DIASTEREOSELECTIVE SYNTHESIS; ENANTIOSELECTIVE SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; CONVENIENT SYNTHESIS; FACILE SYNTHESIS;
D O I
10.1016/j.bioorg.2019.103039
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
The chemical transformation of phosphinic acid is a well-considered mature area of research on account of the historical significant reactions such as Kabachnik-Fields, Mannich, Arbuzov, Michaelis-Becker, etc. Considerable advances have been made over last years especially in metal-catalyzed, free-radical processes and asymmetric synthesis using catalytic enantioselective. As a result, the aim of this synopsis is to make the reader familiar with advances in the approaches of phosphinic acids toward the synthesis of highly functionalized and valuable buildings blocks. Another purpose of this survey is to provide the current status of the applications of phosphinic acids in the synthesis of drugs.
引用
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页数:22
相关论文
共 180 条
[1]  
Abbasi H., 2011, US, Patent No. [12/922,468, 12922468]
[2]   Phosphinic acids: current status and potential for drug discovery [J].
Abdou, Moaz M. ;
O'Neill, Paul M. ;
Amigues, Eric ;
Matziari, Magdalini .
DRUG DISCOVERY TODAY, 2019, 24 (03) :916-929
[3]   Generation and fate of regioisomeric side-chain impurities in the preparation of fosinopril sodium [J].
Anderson, NG ;
Coradetti, ML ;
Cronin, JA ;
Davies, ML ;
Gardineer, MB ;
Kotnis, AS ;
Lust, DA ;
Palaniswamy, VA .
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 1997, 1 (04) :315-319
[4]   Process development for the preparation of a monopril intermediate by a trimethylsilyl-modified Arbuzov reaction [J].
Anderson, NG ;
Ciaramella, BM ;
Feldman, AF ;
Lust, DA ;
Moniot, JL ;
Moran, L ;
Polomski, RE ;
Wang, SSY .
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 1997, 1 (03) :211-216
[5]  
[Anonymous], 2000, A Guide to Organophosphorus Chemistry
[6]  
Barton D., 1978, COMPREHENSIVE ORGANI, P2
[7]   Phenylene-bis-aminomethanephosphonic and phosphonous acids [J].
Barycki, J ;
Gancarz, R ;
Milewska, M ;
Tyka, R .
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1995, 105 (1-4) :117-122
[8]  
Baylis E. K., 1991, U. S. Patent, Patent No. [5, 013, 863, 5013863]
[9]   An extremely efficient three-component reaction of aldehydes/ketones, amines, and phosphites (Kabachnik-Fields reaction) for the synthesis of α-aminophosphonates catalyzed by magnesium perchlorate [J].
Bhagat, Srikant ;
Chakraborti, Asit K. .
JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (04) :1263-1270
[10]  
Bhattacharya A. K., 2007, SYNLETT, V2007