Synthesis and reactivity of an efficient 1,2-dehydrocarborane precursor, phenyl[o-(trimethylsilyl)carboranyl]iodonium acetate

被引：49

作者：

Jeon, J

Kitamura, T

Yoo, BW

Kang, SO

Ko, JJ ^{[1
]}

机构：

[1] Korea Univ, Dept Chem, Chungnam 339700, South Korea

[2] Kyushu Univ, Grad Sch Engn, Dept Chem & Biochem, Fukuoka 8128581, Japan

来源：

CHEMICAL COMMUNICATIONS | 2001年 / 20期

关键词：

D O I：

10.1039/b107343e

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The reaction of [o-(trimethylsilyl)carboranyl]lithium with IPh(OAc)(2) in diethyl ether affords an efficient 1,2-dehydro-o-carborane precursor 4: the facile 2 + 4 cycloaddition of 4 with dienes in the presence of the desilylating agent is reported.

引用

页码：2110 / 2111

页数：2

共 14 条

[1] Generation of cyclohexyne and its Diels-Alder reaction with α-pyrones [J].

Atanes, N ;

Escudero, S ;

Pérez, D ;

Guitián, E ;

Castedo, L .

TETRAHEDRON LETTERS, 1998, 39 (19) :3039-3040

[2] A new source of 1,2-dehydro-O-carborane [J].

Atkins, JH ;

Ho, DM ;

Jones, M .

TETRAHEDRON LETTERS, 1996, 37 (40) :7217-7220

[3] Reactions of 1,2-dehydro-o-carborane with thiophenes. Cycloadditions and an easy synthesis of ''benzo-o-carboranes'' [J].

BarnettThamattoor, L ;

Zheng, GX ;

Ho, DM ;

Jones, M ;

Jackson, JE .

INORGANIC CHEMISTRY, 1996, 35 (25) :7311-7315

[4] BETA ELIMINATION OF UNSATURATED SILANES - ACETYLENE VIA DECHLOROSILYLATION [J].

CUNICO, RF ;

DEXHEIMER, EM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (08) :2868-+

[5] REACTION OF 1,2-DEHYDRO-O-CARBORANE WITH ACETYLENES - ENE REACTIONS AND CYCLOADDITION TO GIVE AN ANALOG OF BENZOCYCLOBUTADIENE [J].

CUNNINGHAM, RJ ;

BIAN, NY ;

JONES, M .

INORGANIC CHEMISTRY, 1994, 33 (22) :4811-4812

[6] REACTIONS OF 1,2-DEHYDRO-ORTHO-CARBORANE WITH DIENES [J].

GHOSH, T ;

GINGRICH, HL ;

KAM, CK ;

MOBRAATEN, EC ;

JONES, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (04) :1313-1318

[7]

GILCHRIST TL, 1983, CHEM FUNCTIONAL G SC, pCH11

[8] 1,2-DEHYDRO-ORTHO-CARBORANE [J].

GINGRICH, HL ;

GHOSH, T ;

HUANG, Q ;

JONES, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (10) :4082-4083

[9] REACTIONS OF ENAMINES WITH DEHYDRO AROMATIC-COMPOUNDS [J].

GINGRICH, HL ;

HUANG, Q ;

MORALES, AL ;

JONES, M .

JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (14) :3803-3806

[10]

HART H, 1994, CHEM TRIPLE BONDE SC, V2, pCH18

← 1 2 →