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
[91]   New chiral phosphorus ligands for enantioselective hydrogenation [J].
Tang, WJ ;
Zhang, XM .
CHEMICAL REVIEWS, 2003, 103 (08) :3029-3069
[92]   Transition-Metal-Catalyzed C-P Cross-Coupling Reactions [J].
Tappe, Florian M. J. ;
Trepohl, Verena T. ;
Oestreich, Martin .
SYNTHESIS-STUTTGART, 2010, (18) :3037-3062
[93]   New synthesis of benzo[b]furan and indole derivatives from 1,1-dibromo-1-alkenes using a tandem Pd-assisted cyclization-coupling reaction [J].
Thielges, S ;
Meddah, E ;
Bisseret, P ;
Eustache, J .
TETRAHEDRON LETTERS, 2004, 45 (05) :907-910
[94]   Synthesis of enantiopure 1-r-aryl-2-c,5-t-diphenylphospholane oxides and boranes by Pd-catalyzed C-P bond formation [J].
Toffano, M ;
Dobrota, C ;
Fiaud, JC .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2006, 2006 (03) :650-656
[95]   Regioselective Synthesis of Benzo[b]phosphole Derivatives via Direct ortho-Alkenylation and Cyclization of Arylthiophosphinamides [J].
Unoh, Yuto ;
Yokoyama, Yuki ;
Satoh, Tetsuya ;
Hirano, Koji ;
Miura, Masahiro .
ORGANIC LETTERS, 2016, 18 (20) :5436-5439
[96]   Rhodium(III)-Catalyzed Direct Coupling of Arylphosphine Derivatives with Heterobicyclic Alkenes: A Concise Route to Biarylphosphines and Dibenzophosphole Derivatives [J].
Unoh, Yuto ;
Satoh, Tetsuya ;
Hirano, Koji ;
Miura, Masahiro .
ACS CATALYSIS, 2015, 5 (11) :6634-6639
[97]   Copper-catalyzed decarboxylative cyclization via tandem C-P and C-N bond formation: access to 2-phosphorylmethyl indoles [J].
Wang, Bao-Cheng ;
Wang, Ya-Ni ;
Zhang, Mao-Mao ;
Xiao, Wen-Jing ;
Lu, Liang-Qiu .
CHEMICAL COMMUNICATIONS, 2018, 54 (25) :3154-3157
[98]   Autoxidation Photoredox Catalysis for the Synthesis of 2-Phosphinoylindoles [J].
Wang, Chun-Hai ;
Li, Yong-Hong ;
Yang, Shang-Dong .
ORGANIC LETTERS, 2018, 20 (08) :2382-2385
[99]   Direct Oxidative C-P Bond Formation of Indoles with Dialkyl Phosphites [J].
Wang, Haolong ;
Li, Xincheng ;
Wu, Fan ;
Wan, Boshun .
SYNTHESIS-STUTTGART, 2012, 44 (06) :941-945
[100]   The regioselective synthesis of 2-phosphinoylindoles via Rh(III)-catalyzed C-H activation [J].
Wang, Huanan ;
Li, Shuaiqi ;
Wang, Baiquan ;
Li, Bin .
ORGANIC CHEMISTRY FRONTIERS, 2018, 5 (01) :88-91