One-Pot Halogen-Free Synthesis of 2,3-Dihydro-1H-inden-2-yl-phosphinic Acid from 1H-indene and Elemental Phosphorus via the Trofimov-Gusarova Reaction

被引：12

作者：

Artem'ev, Alexander V. ^{[1
]}

Malysheva, Svetlana F. ^{[1
]}

Korocheva, Anastasiya O. ^{[1
]}

Bagryanskaya, Irina Yu ^{[2
]}

机构：

[1] Russian Acad Sci, AE Favorsky Irkutsk Inst Chem, Siberian Branch, Irkutsk 664033, Russia

[2] Russian Acad Sci, NN Vorozhtsov Novosibirsk Inst Organ Chem, Siberian Branch, Novosibirsk 630090, Russia

来源：

HETEROATOM CHEMISTRY | 2012年 / 23卷 / 06期

基金：

俄罗斯基础研究基金会;

关键词：

RED PHOSPHORUS; SUPERBASIC SYSTEMS; PHOSPHINE OXIDE; KOH-DMSO; PHOSPHORYLATION; ACTIVATION; ELECTROPHILES; METHODOLOGY; P-4;

D O I：

10.1002/hc.21051

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

1H-Indene reacts with red phosphorus in the superbasic KOH/DMSO(H2O) suspension at 120 degrees C for 2.5 h to give (after acidification) 2,3-dihydro-1H-inden-2-yl-phosphinic acid in 55% isolated yield. (C) 2012 Wiley Periodicals, Inc. Heteroatom Chem 23:568-573, 2012; View this article online at wileyonlinelibrary.com. DOI 10.1002/hc.21051

引用

页码：568 / 573

页数：6

共 57 条

[51]

Trofimov BA, 2000, RUSS J GEN CHEM+, V70, P40

[52]

TROFIMOV BA, 1996, MAIN GROUP CHEM NEWS, V4, P18

[53] A one-pot synthesis of a branched tertiary phosphine oxide from red phosphorus and 1-(tert-butyl)-4-vinylbenzene in KOH-DMSO:: an unusually facile addition of P-centered nucleophiles to a weakly electrophilic double bond [J].

Trofimov, Boris A. ;

Malysheva, Svetlana F. ;

Gusarova, Nina K. ;

Kuimov, Vladimir A. ;

Belogorlova, Nataliya A. ;

Sukhov, Boris G. .

TETRAHEDRON LETTERS, 2008, 49 (21) :3480-3483

[54] Expedient one-pot organometallics-free synthesis of tris(2-pyridyl)phosphine from 2-bromopyridine and elemental phosphorus [J].

Trofimov, Boris A. ;

Artem'ev, Alexander V. ;

Malysheva, Svetlana F. ;

Gusarova, Nina K. ;

Belogorlova, Nataliya A. ;

Korocheva, Anastasiya O. ;

Gatilov, Yuriy V. ;

Mamatyuk, Victor I. .

TETRAHEDRON LETTERS, 2012, 53 (19) :2424-2427

[55] Elemental phosphorus in strongly basic media as phosphorylating reagent: a dawn of halogen-free 'green' organophosphorus chemistry [J].

Trofimov, Boris A. ;

Gusarova, Nina K. .

MENDELEEV COMMUNICATIONS, 2009, 19 (06) :295-302

[56] Formation of methylphosphonous acid by alkylation of yellow phosphorus [J].

Weferling, N ;

Sicken, M ;

Hoerold, S .

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2002, 177 (6-7) :1757-1761

[57] SYNTHESIS OF RUTAECARPINE AND CYTOTOXIC ANALOGS [J].

YANG, LM ;

CHEN, CF ;

LEE, KH .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1995, 5 (05) :465-468

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