Divergent intramolecular reactions between phosphines and alkynes

被引：18
|
作者：
Song, Yanying [1 ]
Wang, Lili [1 ]
Duan, Zheng [1 ]
Mathey, Francois [1 ]
机构：
[1] Zhengzhou Univ, Int Joint Res Lab Funct Organophosphorus Mat Hena, Int Phosphorus Lab, Coll Chem & Mol Engn, Zhengzhou 450001, Peoples R China
来源：
CHINESE CHEMICAL LETTERS | 2020年 / 31卷 / 02期
基金：
中国国家自然科学基金;
关键词：
C-P bond cleavage; Phosphine; Alkyne; Alkenylphosphine; Phospholane; CATALYZED HYDROPHOSPHORYLATION; STEREOSELECTIVE-SYNTHESIS; PHOTOPHYSICAL PROPERTIES; MEDIATED CYCLIZATION; EFFICIENT ROUTE; BOND-CLEAVAGE; P-C; PHOSPHONIUM; OXIDES; DERIVATIVES;
D O I：
10.1016/j.cclet.2019.05.053
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A divergent intramolecular reaction of phosphine tethered alkyne in protic solvent was developed. This provided a novel and simple access to a large variety of (Z)-alkenylphosphine oxides and phospholane oxides. Our preliminary studies suggested that these divergent reactions are closely related to the reaction condition and molecular structure. A possible mechanism of C-P bond cleavage of a pentacoordinated hydroxyphosphorane intermediate was proposed. (C) 2019 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.
引用
收藏
页码：329 / 332
页数：4
相关论文
共 50 条
  • [1] Divergent intramolecular reactions between phosphines and alkynes
    Yanying Song
    Lili Wang
    Zheng Duan
    Francois Mathey
    Chinese Chemical Letters, 2020, 31 (02) : 329 - 332
  • [2] Regio-divergent nickel catalysis: intramolecular [4+2] and [2+2] cycloaddition reactions between vinylallenes and alkynes
    Arai, Shigeru
    Inagaki, Saki
    Nakajima, Masaya
    Nishida, Atsushi
    CHEMICAL COMMUNICATIONS, 2021, 57 (85) : 11268 - 11271
  • [3] Intramolecular Heck reactions of aryl chlorides with alkynes
    Chapman, Lauren M.
    Adams, Bruce
    Kliman, Laura T.
    Makriyannis, Alexandros
    Hamblett, Christopher L.
    TETRAHEDRON LETTERS, 2010, 51 (11) : 1517 - 1522
  • [4] REACTIONS OF TETRANUCLEAR RHODIUM TRIRUTHENIUM CLUSTERS WITH DI-PHOSPHINES AND TRI-PHOSPHINES AND WITH ALKYNES
    LEGRAND, JL
    LINDSELL, WE
    MCCULLOUGH, KJ
    MCINTOSH, CH
    MEIKLEJOHN, AG
    JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1992, (06): : 1089 - 1099
  • [5] REACTIONS OF CP-STAR-REO3 WITH ALKYNES IN THE PRESENCE OF PHOSPHINES
    DEBOER, EJM
    DEWITH, J
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1988, 196 : 158 - INOR
  • [6] Intramolecular reactions of alkynes with alkenes catalyzed by platinum and gold
    Echavarren, Antonio M.
    Nevado, Cristina
    Nieto-Oberhuber, Cristina
    Munoz, M. Paz
    Lopez, Salome
    NEW METHODOLOGIES AND TECHNIQUES FOR A SUSTAINABLE ORGANIC CHEMISTRY, 2008, 246 : 99 - 117
  • [7] Nickel(0)-catalyzed divergent reactions of silacyclobutanes with internal alkynes
    Xi-Chao Wang
    Bo Li
    Cheng-Wei Ju
    Dongbing Zhao
    Nature Communications, 13
  • [8] Nickel(0)-catalyzed divergent reactions of silacyclobutanes with internal alkynes
    Wang, Xi-Chao
    Li, Bo
    Ju, Cheng-Wei
    Zhao, Dongbing
    NATURE COMMUNICATIONS, 2022, 13 (01)
  • [9] Palladium(II)-catalyzed coupling reactions of alkynes and allylic compounds initiated by intramolecular carbopalladation of alkynes
    Liu, GS
    Lu, XY
    TETRAHEDRON LETTERS, 2002, 43 (38) : 6791 - 6794
  • [10] KINETICS OF MONOSUBSTITUTION REACTIONS BETWEEN PHOSPHINES AND ALLYLDICARBONYLINITROSYLIRON
    CARDACI, G
    MURGIA, SM
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1970, 25 (02) : 483 - &
12345