Recent progress in the synthesis of phosphorus-containing indole derivatives

被引:52
作者
Chen, Long [1 ]
Zou, Yun-Xiang [1 ]
机构
[1] Chengdu Univ, Sichuan Ind Inst Antibiot, Antibiot Res & Reevaluat Key Lab Sichuan Prov, 168 Hua Guan Rd, Chengdu 610052, Sichuan, Peoples R China
基金
中国国家自然科学基金;
关键词
CROSS-COUPLING REACTIONS; NONREARRANGED MONOTERPENOID UNIT; P BOND FORMATION; REVERSE-TRANSCRIPTASE INHIBITORS; PALLADIUM-CATALYZED AMINATION; WADSWORTH-EMMONS REACTION; LIGHT-EMITTING-DIODES; DIELS-ALDER APPROACH; C-H BONDS; ARYL HALIDES;
D O I
10.1039/c8ob02100g
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Phosphorus-containing indole derivatives represent a special class of phosphorus-containing nitrogen heterocycles, which not only widely exist in pharmaceutical agents, but also have widespread applications in materials science and organic synthesis as ligands and intermediates. The synthesis of such compounds is of current interest, with two major synthetic strategies being established. This review summarizes the recent progress in this field, including the advantages and limitations of each subdivisional tactic, briefly discusses the reaction mechanisms and challenges, and outlines the synthetic opportunities still open.
引用
收藏
页码:7544 / 7556
页数:13
相关论文
共 121 条
[1]   Air-stable phosphine oxides as preligands for catalytic activation reactions of C-Cl, C-F, and C-H bonds [J].
Ackermann, L ;
Born, R ;
Spatz, JH ;
Althammer, A ;
Gschrei, CJ .
PURE AND APPLIED CHEMISTRY, 2006, 78 (02) :209-214
[2]   Synthesis and Biological Evaluation of Aryl-phospho-indole as Novel HIV-1 Non-nucleoside Reverse Transcriptase Inhibitors [J].
Alexandre, Francois-Rene ;
Amador, Agnes ;
Bot, Stephanie ;
Caillet, Catherine ;
Convard, Thierry ;
Jakubik, Jocelyn ;
Musiu, Chiara ;
Poddesu, Barbara ;
Vargiu, Luana ;
Liuzzi, Michel ;
Roland, Arlene ;
Seifer, Maria ;
Standring, David ;
Storer, Richard ;
Dousson, Cyril B. .
JOURNAL OF MEDICINAL CHEMISTRY, 2011, 54 (01) :392-395
[3]  
[Anonymous], 2013, ANGEW CHEM, V125, P9983
[4]   Efficient method for the synthesis of diphosphine ligands with a heteroaryl-aryl bridge [J].
Artemova, NV ;
Chevykalova, MN ;
Luzikov, YN ;
Nifant'ev, IE ;
Nifant'ev, EE .
TETRAHEDRON, 2004, 60 (45) :10365-10370
[5]   Synthesis of tetra-ortho-substituted, phosphorus-containing and carbonyl-containing biaryls utilizing a diels-alder approach [J].
Ashburn, Bradley O. ;
Carter, Rich G. ;
Zakharov, Lev N. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (29) :9109-9116
[6]   Diels-Alder approach to polysubstituted biaryls: Rapid entry to tri- and tetra-ortho-substituted phosphorus-containing biaryls [J].
Ashburn, Bradley O. ;
Carter, Rich G. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (40) :6737-6741
[7]   Catalytic synthesis of phosphines and related compounds [J].
Baillie, C ;
Xiao, JL .
CURRENT ORGANIC CHEMISTRY, 2003, 7 (05) :477-514
[8]   Synthesis and resolution of 2,2'-bis-diphenylphosphino[3,3']biindolyl; A new atropisomeric ligand for transition metal catalysis [J].
Berens, U ;
Brown, JM ;
Long, J ;
Selke, R .
TETRAHEDRON-ASYMMETRY, 1996, 7 (01) :285-292
[9]   Inhibitors of protein tyrosine phosphatases: Next-generation drugs? [J].
Bialy, L ;
Waldmann, H .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (25) :3814-3839
[10]  
Bisceglia JA, 2015, CURR ORG CHEM, V19, P744