AN ONIUM TRANSFER-REACTION OF 1-ALKYNYL(PHENYL)IODONIUM TETRAFLUOROBORATES WITH TRIPHENYLARSINE - SYNTHESIS OF 1-ALKYNYL(TRIPHENYL)ARSONIUM TETRAFLUOROBORATES

被引:13
作者
NAGAOKA, T [1 ]
SUEDA, T [1 ]
OCHIAI, M [1 ]
机构
[1] UNIV TOKUSHIMA,FAC PHARMACEUT SCI,TOKUSHIMA 770,JAPAN
关键词
D O I
10.1016/0040-4039(94)02187-G
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An onium transfer reaction between 1-alkynyl(phenyl)iodonium tetrafluoroborates and triphenylarsien provides a useful tool for the synthesis of 1-alkynyl(triphenyl)arsonium teuafluoroborates in high yields.
引用
收藏
页码:261 / 264
页数:4
相关论文
共 37 条
[11]   HYPERVALENT IODINE IN SYNTHESIS .10. AN EFFICIENT ROUTE TO S-ALKYNYL O,O-DIALKYL PHOSPHORODITHIOATES [J].
LIU, ZD ;
CHEN, ZC .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (07) :1924-1925
[12]   HYPERVALENT IODINE IN SYNTHESIS .9. A NEW, EFFECTIVE SYNTHESIS OF ACETYLENIC SULFONES [J].
LIU, ZD ;
CHEN, ZC .
SYNTHETIC COMMUNICATIONS, 1992, 22 (14) :1997-2003
[13]   ALKYNYLIODONIUM SALTS AS ALKYNYLATING REAGENTS - DIRECT CONVERSION OF ALKYNYLPHENYLIODONIUM TOSYLATES TO DIALKYL ALKYNYLPHOSPHONATES WITH TRIALKYL PHOSPHITES [J].
LODAYA, JS ;
KOSER, GF .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (05) :1513-1516
[14]   GAS-PHASE CALORIMETRY OF TRIMETHYL GROUP VA BASES WITH BORON LEWIS-ACIDS [J].
MENTE, DC ;
MILLS, JL ;
MITCHELL, RE .
INORGANIC CHEMISTRY, 1975, 14 (01) :123-126
[15]   ALPHA-ELIMINATION VERSUS BETA-ELIMINATION OF (Z)-(BETA-HALOVINYL)IODONIUM SALTS - GENERATION OF (ALPHA-HALOALKYLIDENE)CARBENES AND THEIR FACILE INTRAMOLECULAR 1,2-MIGRATION [J].
OCHIAI, M ;
UEMURA, K ;
MASAKI, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (06) :2528-2529
[16]   SP-CARBON-IODINE BOND-CLEAVAGE OF ALKYNYL(PHENYL)IODONIUM SALTS, NOVEL SYNTHESIS OF (ALKYLETHYNYL)TRIPHENYLPHOSPHONIUM SALTS [J].
OCHIAI, M ;
KUNISHIMA, M ;
NAGAO, Y ;
FUJI, K ;
FUJITA, E .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1987, (22) :1708-1709
[17]   SYNTHESIS OF ETHYNYL(PHENYL)IODONIUM TETRAFLUOROBORATE - A NEW REAGENT FOR ETHYNYLATION OF 1,3-DICARBONYL COMPOUNDS [J].
OCHIAI, M ;
ITO, T ;
TAKAOKA, Y ;
MASAKI, Y ;
KUNISHIMA, M ;
TANI, S ;
NAGAO, Y .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (02) :118-119
[18]   TANDEM MICHAEL CARBENE INSERTION REACTIONS OF ALKYNYLIODONIUM SALTS - EXTREMELY EFFICIENT CYCLOPENTENE ANNULATIONS [J].
OCHIAI, M ;
KUNISHIMA, M ;
NAGAO, Y ;
FUJI, K ;
SHIRO, M ;
FUJITA, E .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (26) :8281-8283
[19]   REACTIONS OF VINYLSILANES WITH LEWIS ACID-ACTIVATED IODOSYLBENZENE - STEREOSPECIFIC SYNTHESES OF VINYLIODONIUM TETRAFLUOROBORATES AND THEIR REACTIONS AS HIGHLY ACTIVATED VINYL HALIDES [J].
OCHIAI, M ;
SUMI, K ;
TAKAOKA, Y ;
KUNISHIMA, M ;
NAGAO, Y ;
SHIRO, M ;
FUJITA, E .
TETRAHEDRON, 1988, 44 (13) :4095-4112
[20]   GENERATION OF [BETA-(PHENYLSULFONYL)ALKYLIDENE]CARBENES FROM HYPERVALENT ALKENYLIODONIUM AND ALKYNYLIODONIUM TETRAFLUOROBORATES AND SYNTHESIS OF 1-(PHENYLSULFONYL)CYCLOPENTENES [J].
OCHIAI, M ;
KUNISHIMA, M ;
TANI, S ;
NAGAO, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (08) :3135-3142