Green chemistry: The development of cross-dehydrogenative coupling (CDC) for chemical synthesis

被引:231
作者
Li, Chao-Jun [1 ]
Li, Zhiping [1 ]
机构
[1] McGill Univ, Dept Chem, Montreal, PQ H3A 2K6, Canada
关键词
green chemistry; E-factor; extended E-factor; C-C bond reaction; transition-metal-catalyzed; cross-coupling reactions; functional group chemistry;
D O I
10.1351/pac200678050935
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Social, economic, and environmental concerns about chemical production have been increasing. These concerns all originate from the inefficiency of conventional chemical syntheses. On the basis of the "E-factor", a concept of the "extended E-factor" is proposed in the article and is used to correlate various industrial sectors and the average number of synthetic steps involved in those sectors. Based on this analysis, the most fundamental way to eliminate waste formation is to develop new chemical reactivity that can greatly shorten the steps involved in a chemical synthesis. In classical organic transformations, a "functional group" is required. In efforts to develop new chemical reactivities that do not need extra steps for generating functional groups, we have recently developed various cross-dehydrogenative coupling (CDC) methodologies to construct functional molecules by directly using C-H bonds. This article describes the progress of our group's research endeavor.
引用
收藏
页码:935 / 945
页数:11
相关论文
共 79 条
  • [1] A new method of synthesis for propargylic amines and ethers via benzotriazole derivatives using sodium dialkynyldiethylaluminates
    Ahn, JH
    Joung, MJ
    Yoon, NM
    Oniciu, DC
    Katritzky, AR
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (02) : 488 - 492
  • [2] Anastas P. T., 1998, GREEN CHEM THEORY PR
  • [3] [Anonymous], 1999, CHEM SYNTHESIS USING
  • [4] TOTAL SYNTHESIS OF PALYTOXIN CARBOXYLIC-ACID AND PALYTOXIN AMIDE
    ARMSTRONG, RW
    BEAU, JM
    CHEON, SH
    CHRIST, WJ
    FUJIOKA, H
    HAM, WH
    HAWKINS, LD
    JIN, H
    KANG, SH
    KISHI, Y
    MARTINELLI, MJ
    MCWHORTER, WW
    MIZUNO, M
    NAKATA, M
    STUTZ, AE
    TALAMAS, FX
    TANIGUCHI, M
    TINO, JA
    UEDA, K
    UENISHI, J
    WHITE, JB
    YONAGA, M
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (19) : 7530 - 7533
  • [5] SELECTIVE INTERMOLECULAR CARBON-HYDROGEN BOND ACTIVATION BY SYNTHETIC METAL-COMPLEXES IN HOMOGENEOUS SOLUTION
    ARNDTSEN, BA
    BERGMAN, RG
    MOBLEY, TA
    PETERSON, TH
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 1995, 28 (03) : 154 - 162
  • [6] β-phenylethylamines and the isoquinoline alkaloids
    Bentley, KW
    [J]. NATURAL PRODUCT REPORTS, 2004, 21 (03) : 395 - 424
  • [7] Bruce PY, 2004, ORGANIC CHEM
  • [8] Asymmetric synthesis of isoquinoline alkaloids
    Chrzanowska, M
    Rozwadowska, MD
    [J]. CHEMICAL REVIEWS, 2004, 104 (07) : 3341 - 3370
  • [9] Organometallic alkane CH activation
    Crabtree, RH
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2004, 689 (24) : 4083 - 4091
  • [10] Catalytic asymmetric C-H activation of alkanes and tetrahydrofuran
    Davies, HML
    Hansen, T
    Churchill, MR
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (13) : 3063 - 3070