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
  • [21] Divergent Reactivity of Perfluoropentaphenylborole with Alkynes
    Fan, Cheng
    Piers, Warren E.
    Parvez, Masood
    McDonald, Robert
    ORGANOMETALLICS, 2010, 29 (21) : 5132 - 5139
  • [22] REACTIONS OF PHOSPHINES .3. REACTIONS OF SECONDARY PHOSPHINES WITH ALDEHYDES AND KETONES
    PETROV, KA
    PARSHINA, VA
    JOURNAL OF GENERAL CHEMISTRY USSR, 1961, 31 (10): : 3186 - &
  • [23] Asymmetric and switchable divergent multicomponent reactions involving distinct alkynes via palladium catalysis
    Zhao, Zhi
    Zheng, Jia-Le
    Du, Wei
    Chen, Ying-Chun
    CHEM CATALYSIS, 2022, 2 (11): : 3174 - 3184
  • [24] REACTIONS OF PHOSPHINES .3. REACTIONS OF SECONDARY PHOSPHINES WITH ALDEHYDES AND KETONES
    PETROV, KA
    PARSHINA, VA
    ZHURNAL OBSHCHEI KHIMII, 1961, 31 (10): : 3417 - &
  • [25] Synthesis of new tricyclic phosphines and phosphinites by intramolecular Diels-Alder reactions of trivalent phospholes
    Mattmann, E
    Mercier, F
    Ricard, L
    Mathey, F
    JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (15): : 5422 - 5425
  • [26] NITRILIMINE REACTIONS WITH PHOSPHINES
    KONOTOPOVA, SP
    CHISTOKL.VN
    PETROV, AA
    ZHURNAL OBSHCHEI KHIMII, 1972, 42 (11): : 2412 - 2415
  • [27] Non-stabilized transition metal carbenes as intermediates in intramolecular reactions of alkynes with alkenes
    Echavarren, AM
    Nevado, C
    CHEMICAL SOCIETY REVIEWS, 2004, 33 (07) : 431 - 436
  • [28] REACTIONS OF PHOSPHINES .1. REACTIONS OF PRIMARY ALIPHATIC PHOSPHINES WITH ALDEHYDES AND KETONES
    PETROV, KA
    PARSHINA, VA
    ZHURNAL OBSHCHEI KHIMII, 1961, 31 (08): : 2729 - &
  • [29] REACTIONS OF PHOSPHINES .2. REACTIONS OF PRIMARY AROMATIC PHOSPHINES WITH ALDEHYDES AND KETONES
    PETROV, KA
    PARSHINA, VA
    GAIDAMAK, VA
    ZHURNAL OBSHCHEI KHIMII, 1961, 31 (10): : 3411 - &
  • [30] REACTIONS OF PHOSPHINES .2. REACTIONS OF PRIMAY AROMATIC PHOSPHINES WITH ALDEHYDES AND KETONES
    PETROV, KA
    PARSHINA, VA
    GAIDAMAK, VA
    JOURNAL OF GENERAL CHEMISTRY USSR, 1961, 31 (10): : 3180 - &
12345