A one-pot procedure for methylenating carbonyl compounds using the Nysted reagent and titanocene dichloride

被引：5
|
作者：
Haahr, Adam [1 ]
Rankovic, Zoran [2 ]
Hartley, Richard C. [1 ]
机构：
[1] Univ Glasgow, Dept Chem, Glasgow G12 8QQ, Lanark, Scotland
[2] MSD, Newhouse ML1 5SH, England
来源：
TETRAHEDRON LETTERS | 2011年 / 52卷 / 23期
关键词：
Titanium; Schrock carbene; Carbenoid; Zinc; Microwave-assisted reactions; ANALOGS; ALKYLIDENATION; OLEFINATION; ACID; RING;
D O I：
10.1016/j.tetlet.2011.04.017
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The combination of the Nysted reagent and titanocene dichloride methylenates aldehydes and ketones to give alkenes, and in a microwave-assisted process, esters and lactones give enol ethers. The methylenating agent in this one-pot procedure is presumed to be titanocene methylidene, which is the same reactive intermediate as that generated from Tebbe, Petasis and Grubbs reagents, each of which have to be prepared before use. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码：3020 / 3022
页数：3
相关论文
共 50 条
  • [31] One-pot synthesis of β-amino carbonyl compounds catalyzed silica supported phenylphosphinic acid
    Liu, Di
    Zhang, Jingwei
    Zhang, Chi
    Kou, Xiaoyan
    GREEN PROCESSING AND SYNTHESIS, 2015, 4 (01) : 11 - 15
  • [32] One-pot conversion of olefins to carbonyl compounds by hydroboration NMO-TPAP oxidation
    Yates, MH
    TETRAHEDRON LETTERS, 1997, 38 (16) : 2813 - 2816
  • [33] Tin-Mediated One-Pot Preparation of β-Trifluoromethyl-β-acylhydrazonyl Carbonyl Compounds
    Wang, Ke-Hu
    Shi, Baobao
    Wang, Yalin
    Wang, Jianglong
    Huang, Danfeng
    Su, Yingpeng
    Hu, Yulai
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2019, 8 (05) : 716 - 721
  • [34] A simple and efficient one-pot synthesis of β-acetamido carbonyl compounds using sulfated zirconia as a heterogeneous recyclable catalyst
    Das, Biswanath
    Krishnaliah, Maddeboina
    Laxminarayana, Keetha
    Reddy, K. Ravinder
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2007, 270 (1-2) : 284 - 288
  • [35] One-pot synthesis of acyloxy carbonyl compounds from ketones using a Pybox-copper(II) catalyst
    Jia, Wei-Guo
    Zhang, Hui
    Li, Dan-Dan
    Yan, Li-Qin
    RSC ADVANCES, 2016, 6 (33): : 27590 - 27593
  • [36] Efficient One-Pot Synthesis of β-Acetamido Carbonyl Compounds Using Fe3O4 Nanoparticles
    Movassagh, Barahman
    Talebsereshki, Farzaneh
    HELVETICA CHIMICA ACTA, 2013, 96 (10) : 1943 - 1947
  • [37] Chemoselective one-pot cleavage and oxidation of silyl ethers to corresponding carbonyl compounds using IBX and acid catalysts
    Kamo, Shogo
    Hori, Kazuki
    Sugita, Kazuyuki
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2024, 22 (29) : 5960 - 5964
  • [38] An improved one-pot procedure for the preparation of [11C-carbonyl]-WAY100635
    Hwang, DR
    Simpson, NR
    Montoya, J
    Mann, JJ
    Laruelle, M
    NUCLEAR MEDICINE AND BIOLOGY, 1999, 26 (07) : 815 - 819
  • [39] Development of a One-Pot Synthetic Method for Multifunctional Oxazole Derivatives Using Isocyanide Dichloride
    Soeta, Takahiro
    Matsumoto, Akihiro
    Sakata, Yoko
    Ukaji, Yutaka
    JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (09): : 4930 - 4935
  • [40] Triphenylphosphine dibromide: a simple one-pot esterification reagent
    Salome, Christophe
    Kohn, Harold
    TETRAHEDRON, 2009, 65 (02) : 456 - 460
12345