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
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
  • [21] One-Pot Synthesis of Hypervalent Diaryl(iodo)bismuthanes from o-Carbonyl Iodoarenes by Zincation
    Murafuji, Toshihiro
    Rahman, A. F. M. Hafizur
    Magarifuchi, Daiki
    Narita, Masahiro
    Miyakawa, Isamu
    Ishiguro, Katsuya
    Kamijo, Shin
    HETEROATOM CHEMISTRY, 2019, 2019
  • [22] New one-pot procedure for the synthesis of diprotected amino alcohols from unprotected vinyl aziridines
    Righi, Giuliana
    Bovicelli, Paolo
    Tirotta, Ilaria
    TETRAHEDRON LETTERS, 2013, 54 (48) : 6439 - 6442
  • [23] One-pot sequence synthesis of azetidin-2-one using diethyl chlorophosphate
    Zarei, Maaroof
    JOURNAL OF CHEMICAL RESEARCH, 2012, (02) : 118 - 120
  • [24] One-pot Green Procedure for the Mannich Reaction Catalyzed by a Task-specific Ionic Liquid
    Zhao, Guozheng
    Lu, Ming
    CHIANG MAI JOURNAL OF SCIENCE, 2012, 39 (01): : 49 - 58
  • [25] One-pot synthesis of polysubstituted pyrrolidinones using novel magnetic nanoparticles as an efficient and reusable catalyst
    Ghorbani-Vaghei, Ramin
    Sarmast, Narges
    Mahmoodi, Jafar
    APPLIED ORGANOMETALLIC CHEMISTRY, 2017, 31 (08)
  • [26] One-Pot Synthesis and Antimicrobial Activity of Novel α-Aminophosphonates Using TMG
    Kumar, B. Siva
    Reddy, Y. Haranadha
    Rani, C. Radha
    Reddy, G. Chnadra Sekhar
    E-JOURNAL OF CHEMISTRY, 2011, 8 : S137 - S142
  • [27] Silica gel-promoted new one-pot procedure for the synthesis of 1,3-oxathiolan-5-one
    Thakare, Manoj P.
    Shaikh, Rahimullah
    Tayade, Dipak
    JOURNAL OF SULFUR CHEMISTRY, 2017, 38 (05) : 465 - 474
  • [28] Ammonium nitrate in acetic acid, an efficient reagent for the nitration of perimidines and the one-pot synthesis of 6(7)-aminoperimidines
    A. V. Aksenov
    A. S. Lyakhovnenko
    T. S. Perlova
    I. V. Aksenova
    Chemistry of Heterocyclic Compounds, 2011, 47 : 245 - 246
  • [29] ONE-POT SYNTHESIS OF 2-ARYLTHIAZOLINES WITH 1-BUTYL-3-METHYLIMIDAZOLIUM TRIBROMIDE AS A CATALYTIC REAGENT
    Lu, Guangzhou
    Yang, Limin
    Wu, Liqiang
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2012, 187 (03) : 403 - 408
  • [30] ONE-POT SYNTHESIS OF HYDROXYBENZO[d]OXAZOLE-2-ALIPHATIC ACID DERIVATIVES BY MEERWEIN'S REAGENT
    Zhang, Wei
    Liu, Wenlu
    Jiang, Xizhen
    Jiang, Faqin
    Fu, Lei
    SYNTHETIC COMMUNICATIONS, 2012, 42 (18) : 2772 - 2779