Iodine-Catalyzed Chemoselective Hydroamination Reaction Using 5-Mercaptotetrazoles Derivatives

被引：10
|
作者：
Siddaraju, Yogesh [1 ]
Prabhu, Kandikere Ramaiah [1 ]
机构：
[1] Indian Inst Sci, Dept Organ Chem, Bangalore 560012, Karnataka, India
来源：
ACS OMEGA | 2018年 / 3卷 / 05期
关键词：
DEHYDROGENATIVE COUPLING REACTION; DIMETHYL-SULFOXIDE; C-H; ALKENES; HYDROTHIOLATION; HYDROARYLATION; SULFENYLATION; STYRENES; OXIDANT; KETONES;
D O I：
10.1021/acsomega.8b00499
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Metal-free chemoselective hydroamination of styrene derivatives has been achieved with high chemo-selectivity over sulfenylation of 1H-tetrazole-5-thiol using a catalytic amount of iodine. The scope of this methodology has been extended for the hydroamination of a-substituted styrene derivatives. This reaction involves a single-step C-N-bond formation under atom economical process. This eco-friendly method uses readily available and inexpensive iodine in a catalytic amount.
引用
收藏
页码：4908 / 4917
页数：10
相关论文
共 50 条
  • [41] Molecular iodine-catalyzed one-pot synthesis of 4-substituted-1,4-dihydropyridine derivatives via Hantzsch reaction
    Ko, S
    Sastry, MNV
    Lin, CC
    Yao, CF
    TETRAHEDRON LETTERS, 2005, 46 (34) : 5771 - 5774
  • [42] Iodine-catalyzed aziridination of alkenes using chloramine-T as a nitrogen source
    Ando, T
    Kano, D
    Minakata, S
    Ryu, I
    Komatsu, M
    TETRAHEDRON, 1998, 54 (44) : 13485 - 13494
  • [43] Iodine-catalyzed efficient synthesis of xanthene/thioxanthene-indole derivatives under mild conditions
    Miao, Weihang
    Ye, Pingting
    Bai, Mengjiao
    Yang, Zhixin
    Duan, Suyue
    Duan, Hengpan
    Wang, Xuequan
    RSC ADVANCES, 2020, 10 (42) : 25165 - 25169
  • [44] Iodine-catalyzed cycloalkenylation of 1,2-dihydro-2,2,4-trimethylquinoline derivatives
    Ayer, Suraj K.
    Fotie, Jean
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2013, 245
  • [45] Iodine-catalyzed synthesis of pyrazolo[4,3-f]quinoline derivatives via a highly regio-selective Povarov reaction
    Mei-Mei Zhang
    Wei Wang
    Tuan-Jie Li
    Chang-Sheng Yao
    Xiang-Shan Wang
    Research on Chemical Intermediates, 2013, 39 : 1781 - 1787
  • [46] Iodine-catalyzed synthesis of 5H-phthalazino[1,2-b]quinazoline and isoindolo[2,1-a]quinazoline derivatives via a chemoselective reaction of 2-aminobenzohydrazide and 2-formylbenzoic acid in ionic liquids
    Jin, Rong-Zhang
    Zhang, Wen-Ting
    Zhou, Yu-Jing
    Wang, Xiang-Shan
    TETRAHEDRON LETTERS, 2016, 57 (23) : 2515 - 2519
  • [47] Iodine-catalyzed synthesis of pyrazolo[4,3-f]quinoline derivatives via a highly regio-selective Povarov reaction
    Zhang, Mei-Mei
    Wang, Wei
    Li, Tuan-Jie
    Yao, Chang-Sheng
    Wang, Xiang-Shan
    RESEARCH ON CHEMICAL INTERMEDIATES, 2013, 39 (04) : 1781 - 1787
  • [48] Iodine-Catalyzed Three-Component Reaction: A Rapid Synthesis of α-Alkoxy Azides and Homoallyl Ethers
    Yadav, Jhillu S.
    Reddy, Basi V. Subba
    Reddy, Ganapuram Madhusudhan
    Narender, Ravirala
    SYNTHESIS-STUTTGART, 2009, (06): : 963 - 968
  • [49] Iodine-catalyzed one-pot synthesis of amides from nitriles via Ritter reaction
    Theerthagiri, Palani
    Lalitha, Appaswami
    Arunachalam, Pirama Nayagam
    TETRAHEDRON LETTERS, 2010, 51 (21) : 2813 - 2819
  • [50] Synthesis of β-Sulfonyl Enamines via Iodine-Catalyzed Reaction between Vinyl Azides and Sodium Arylsulfinates
    Liu Ruikai
    Xu Zheng
    Ning Zhitao
    Du Zhengyin
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2022, 42 (01) : 200 - 207
12345