Ti-Catalyzed Multicomponent Oxidative Carboamination of Alkynes with Alkenes and Diazenes

被引：55
|
作者：
Davis-Gilbert, Zachary W. [1 ]
Yao, Letitia J. [1 ]
Tonks, Ian A. [1 ]
机构：
[1] Univ Minnesota Twin Cities, Dept Chem, 207 Pleasant St SE, Minneapolis, MN 55455 USA
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2016年 / 138卷 / 44期
基金：
美国国家卫生研究院;
关键词：
REDUCTIVE ELIMINATION; COMPLEXES; IMINES; BONDS; CYCLOADDITION; ADDITIONS; CARBON; TI(IV);
D O I：
10.1021/jacs.6b09939
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The inter- or intramolecular oxidative carboamination of alkynes catalyzed by [py(2)TiCl(2)NPh](2) is reported. These multicomponent reactions couple alkenes, alkynes and diazenes to form either alpha,beta-unsaturated imines or alpha-(iminomethyl)cyclopropanes via a Ti-II/Ti-IV redox cycle. Each of these products is formed from a common azatitanacyclohexene intermediate that undergoes either beta-H elimination or alpha,gamma-coupling, wherein the selectivity is under substrate control.
引用
收藏
页码：14570 / 14573
页数：4
相关论文
共 50 条
  • [31] Copper-Catalyzed Intermolecular Carboamination of Alkenes Induced by Visible Light
    Xiong, Yang
    Ma, Xiaodong
    Zhang, Guozhu
    ORGANIC LETTERS, 2019, 21 (06) : 1699 - 1703
  • [32] Transition Metal-Catalyzed Carboamination of Alkenes and Allenes: Recent Progress
    Nanda, Santosh Kumar
    Mallik, Rosy
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2022, 11 (01)
  • [33] Ti-Catalyzed Reductive Dehydroxylative Vinylation of Tertiary Alcohols
    Xie, Hao
    Wang, Sheng
    Wang, Yuquan
    Guo, Peng
    Shu, Xing-Zhong
    ACS CATALYSIS, 2022, 12 (02) : 1018 - 1023
  • [34] Sonochemical doping of Ti-catalyzed sodium aluminum hydride
    Prozorov, Tanya
    Wang, Jun
    Ebner, Armin D.
    Ritter, James A.
    JOURNAL OF ALLOYS AND COMPOUNDS, 2006, 419 (1-2) : 162 - 171
  • [35] Dehydrogenation characteristics of Ti- and Ni/Ti-catalyzed Mg hydrides
    Lu, H.B.
    Poh, C.K.
    Zhang, L.C.
    Guo, Z.P.
    Yu, X.B.
    Liu, H.K.
    Journal of Alloys and Compounds, 2009, 481 (1-2): : 152 - 155
  • [36] Dehydrogenation characteristics of Ti- and Ni/Ti-catalyzed Mg hydrides
    Lu, H. B.
    Poh, C. K.
    Zhang, L. C.
    Guo, Z. P.
    Yu, X. B.
    Liu, H. K.
    JOURNAL OF ALLOYS AND COMPOUNDS, 2009, 481 (1-2) : 152 - 155
  • [37] Copper Hydride Catalyzed Hydroamination of Alkenes and Alkynes
    Pirnot, Michael T.
    Wang, Yi-Ming
    Buchwald, Stephen L.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (01) : 48 - 57
  • [38] Palladium-Catalyzed Hydroformylation of Alkenes and Alkynes
    Zhang, Yang
    Sigrist, Michel
    Dydio, Pawel
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2021, 2021 (44) : 5985 - 5997
  • [39] Copper-catalyzed trifluoromethylation of alkenes and alkynes
    Janson, Par G.
    Ilchenko, Nadia O.
    Ghoneim, Ibrahim
    Szabo, Kalman J.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2013, 245
  • [40] Iron-catalyzed carboazidation of alkenes and alkynes
    Haigen Xiong
    Nagarajan Ramkumar
    Mong-Feng Chiou
    Wujun Jian
    Yajun Li
    Ji-Hu Su
    Xinhao Zhang
    Hongli Bao
    Nature Communications, 10
12345