A novel and direct synthesis of indoles via catalytic reductive annulation of nitroaromatics with alkynes

被引：63

作者：

Penoni, A ^{[1
]}

Nicholas, KM ^{[1
]}

机构：

[1] Univ Oklahoma, Dept Chem & Biochem, Norman, OK 73019 USA

来源：

CHEMICAL COMMUNICATIONS | 2002年 / 05期

关键词：

D O I：

10.1039/b110370a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Indoles are produced regioselectively and in moderate yields from the reactions of nitroaromatics with alkynes catalyzed by [CpM(CO)(2)](2) (1; [(eta(5)-C5H5) Fe(CO)(2)](2); [(eta(5)-C5Me5) Fe( CO)(2)](2); [(eta(5)-C5Me5) Ru(CO)(2)](2)) under carbon monoxide.

引用

页码：484 / 485

页数：2

共 53 条

[1] NOVEL SYNTHESIS OF INDOLES VIA PALLADIUM-CATALYZED REDUCTIVE N-HETEROCYCLIZATION OF ORTHO-NITROSTYRENE DERIVATIVES [J].

AKAZOME, M ;

KONDO, T ;

WATANABE, Y .

CHEMISTRY LETTERS, 1992, (05) :769-772

[2]

Allegretti M, 2001, SYNLETT, P609

[3]

[Anonymous], 1997, CATALYTIC REDUCTIVE

[4]

ARCADI A, 1992, TETRAHEDRON LETT, V33, P3915

[5] REACTIVITY OF NITRO-ARENE AND NITROSO-ARENES WITH VINYL GRIGNARD-REAGENTS - SYNTHESIS OF 2-(TRIMETHYLSILYL)INDOLES [J].

BARTOLI, G ;

BOSCO, M ;

DALPOZZO, R ;

PALMIERI, G ;

MARCANTONI, E .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1991, (11) :2757-2761

[6] RADICAL AROMATIC NUCLEOPHILIC-SUBSTITUTION - DIRECT SYNTHESIS OF 4-AZA-INDOLES IN NON-ACIDIC AND FRESH-WATER MEDIA [J].

BEUGELMANS, R ;

BOUDET, B ;

QUINTERO, L .

TETRAHEDRON LETTERS, 1980, 21 (20) :1943-1944

[7] PHOTOCHEMISTRY OF SOME IRON AND RUTHENIUM (ETA-5-CYCLOPENTADIENYL) CARBONYL DIMERS IN FROZEN GAS MATRICES AT CA 12 K [J].

BLOYCE, PE ;

CAMPEN, AK ;

HOOKER, RH ;

REST, AJ ;

THOMAS, NR ;

BITTERWOLF, TE ;

SHADE, JE .

JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1990, (09) :2833-2841

[8] DIRECT PREPARATION OF [(H5-C5H5)FE(CO)2(H2-ALKENE)]+ COMPLEXES FROM [(H5-C5H5)FE(CO)2]2 [J].

BOYLE, PF ;

NICHOLAS, KM .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1976, 114 (03) :307-312

[9]

Cacchi S, 1997, SYNLETT, P1363

[10] PHOTOCHEMICAL SUBSTITUTION-REACTIONS OF [CPFE(CO)2]2 (CP = ETA-5-C5H5) IN HYDROCARBON AND TETRAHYDROFURAN SOLUTION AT ROOM-TEMPERATURE - A MECHANISTIC STUDY WITH TIME-RESOLVED INFRARED-SPECTROSCOPY [J].

DIXON, AJ ;

GEORGE, MW ;

HUGHES, C ;

POLIAKOFF, M ;

TURNER, JJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (05) :1719-1729

← 1 2 3 4 5 6 →