Recent Progress in the Synthesis of Heterocycles through Base Metal-Catalyzed Acceptorless Dehydrogenative and Borrowing Hydrogen Approach

被引:59
作者
Mondal, Avijit [1 ]
Sharma, Rahul [1 ]
Pal, Debjyoti [1 ]
Srimani, Dipankar [1 ]
机构
[1] Indian Inst Technol, Dept Chem, Gauhati 781039, Assam, India
关键词
Acceptorless dehydrogenation; Base metals; Borrowing hydrogen; Heterocycle synthesis; ONE-POT SYNTHESIS; C-H; SUSTAINABLE SYNTHESIS; ALPHA-ALKYLATION; 2-SUBSTITUTED BENZIMIDAZOLES; QUINAZOLINE DERIVATIVES; BENZOXAZOLE DERIVATIVES; NITROGEN-HETEROCYCLES; ALCOHOLS SYNTHESIS; ANTITUMOR-ACTIVITY;
D O I
10.1002/ejoc.202100517
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Development in the area of acceptorless dehydrogenation (AD) and borrowing hydrogen (BH) catalysis emerge as one of the potential tools for various C-C and C-heteroatom bond forming reactions. Alcohols, which are important lignocellulosic biomass products, act as pivotal electrophilic coupling partners in such processes and interestingly only H-2 or H2O is eliminated as a byproduct. Initially, the area was developed by the use of noble metal catalysts. Recently, base metals such as Mn, Fe, Co, and Ni proved to be environmentally benign and inexpensive alternatives for the noble metals in the application of AD and BH methods. This transition metal catalyzed AD and BH approaches also allow access toward a plethora of structurally important heterocyclic molecules via environmentally benign and atom economical strategy. Herein, we summarize the current and rising expansion of base metal catalyzed heterocycles synthesis through acceptorless dehydrogenation and borrowing hydrogenation strategy.
引用
收藏
页码:3690 / 3720
页数:31
相关论文
共 218 条
  • [1] Synthesis and biological properties of benzothiazole, benzoxazole, and chromen-4-one analogues of the potent antitumor agent 2-(3,4-dimethoxyphenyl)-5-fluorobenzothiazole (PMX 610, NSC 721648)
    Aiello, Stefania
    Wells, Geoffrey
    Stone, Erica L.
    Kadri, Hachemi
    Bazzi, Rana
    Bell, David R.
    Stevens, Malcolm F. G.
    Matthews, Charles S.
    Bradshaw, Tracey D.
    Westwell, Andrew D.
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2008, 51 (16) : 5135 - 5139
  • [2] Functionalized Benzimidazole Scaffolds: Privileged Heterocycle for Drug Design in Therapeutic Medicine
    Ajani, Olayinka O.
    Aderohunmu, Damilola V.
    Ikpo, Chinwe O.
    Adedapo, Adebusayo E.
    Olanrewaju, Ifedolapo O.
    [J]. ARCHIV DER PHARMAZIE, 2016, 349 (07) : 475 - 506
  • [3] Nickel-Catalyzed Double Dehydrogenative Coupling of Secondary Alcohols and β-Amino Alcohols To Access Substituted Pyrroles
    Alanthadka, Anitha
    Bera, Sourajit
    Vellakkaran, Mari
    Banerjee, Debasis
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2019, 84 (21) : 13557 - 13564
  • [4] Catalytic conversion of biomass to biofuels
    Alonso, David Martin
    Bond, Jesse Q.
    Dumesic, James A.
    [J]. GREEN CHEMISTRY, 2010, 12 (09) : 1493 - 1513
  • [5] Transition-metal-catalyzed addition of heteroatom-hydrogen bonds to alkynes
    Alonso, F
    Beletskaya, IP
    Yus, M
    [J]. CHEMICAL REVIEWS, 2004, 104 (06) : 3079 - 3159
  • [6] Altaf A.A., 2015, A Review on the Medicinal Importance of Pyridine Derivatives, V1, P1, DOI [10.11648/j.jddmc.20150101.11, DOI 10.11648/J.JDDMC.20150101.11]
  • [7] Synthesis and antitumor activity of duocarmycin derivatives:: A-ring pyrrole compounds bearing (β-(5′,6′,7′-trimethoxy-2′-indolyl)acryloyl group
    Amishiro, N
    Nagamura, S
    Kobayashi, E
    Okamoto, A
    Gomi, K
    Okabe, M
    Saito, H
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2000, 8 (07) : 1637 - 1643
  • [8] [Anonymous], 2017, ANGEW CHEM, V129, P1685
  • [9] [Anonymous], 2016, ANGEW CHEM, V128, P14585
  • [10] [Anonymous], 2007, ANGEW CHEM, V119, P1590