TERMINAL 1-HALO-1-ALKYNES AND 1-PSEUDOHALO-1-ALKYNES VIA BIS(TRIMETHYLSILYL)PEROXIDE (BTMSPO) PROMOTED UMPOLUNG TRANSFER OF HALIDES AND PSEUDOHALIDES

被引:27
作者
CASARINI, A
DEMBECH, P
REGINATO, G
RICCI, A
SECONI, G
机构
[1] UNIV BOLOGNA,DIPARTIMENTO CHIM ORGAN A MANGINI,VIALE RISORGIMENTO 4,I-40136 BOLOGNA,ITALY
[2] CNR,IST COMPOSTI CARBONIO CONTENENTI ETEROATOMI & APPLICAZ,I-40064 OZZANO EMILIA,ITALY
[3] CNR,CTR STUDIO CHIM & STRUTTURA COMPOSTI ETEROCICLICI & APPLICAZ,I-50127 FLORENCE,ITALY
关键词
D O I
10.1016/S0040-4039(00)71266-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reaction of terminal acetylenes with readily available and inexpensive copper and zinc halides and pseudo-halides and BTMSPO has been found to be an effective and general route for obtaining, in the absence of bases and under mild conditions, 1-halo- and 1-pseudohalo-1-alkynes in generally good yields.
引用
收藏
页码:2169 / 2170
页数:2
相关论文
共 15 条
  • [1] BARLUENGA J, 1987, SYNTHESIS-STUTTGART, P661
  • [2] IMPROVED SYNTHESIS OF CIS-ALKENYLBORANES
    CAMPBELL, JB
    MOLANDER, GA
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1978, 156 (01) : 71 - 79
  • [3] INFRARED INTENSITIES AS A QUANTITATIVE MEASURE OF INTRAMOLECULAR INTERACTIONS .33. CONJUGATION OF SUBSTITUENTS WITH TRIPLE BOND IN DISUBSTITUTED ACETYLENES
    GRINDLEY, TB
    JOHNSON, KF
    KATRITZKY, AR
    KEOGH, HJ
    THIRKETTLE, C
    TOPSOM, RD
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1974, (03): : 282 - 289
  • [4] HOLM A, 1974, ACTA CHEM SCAND, V28, P757
  • [5] JAGER V, 1977, HOUBENWEYL METHODEN, V5
  • [6] JEFFERY T, 1988, J CHEM SOC CHEM COMM, P911
  • [7] LAURENCE C, 1981, J AM CHEM SOC, V103, P2567, DOI 10.1021/ja00400a014
  • [8] MILLER JA, 1983, SYNTHESIS-STUTTGART, P128
  • [9] Miller S. I., 1965, ORG SYNTH, V45, P86
  • [10] A HIGH-YIELD PROCEDURE FOR 1-CHLORO-1-ALKYNES
    MURRAY, RE
    [J]. SYNTHETIC COMMUNICATIONS, 1980, 10 (05) : 345 - 349