Iodine-mediated regio- and stereoselective iodothiocyanation of alkynes in aqueous ethanol

被引：19
|
作者：
Zeng, Xianghua [1 ]
Chen, Lu [2 ]
机构：
[1] Jiaxing Univ, Coll Biol Chem Sci & Engn, 118 Jiahang Rd, Jiaxing 314001, Peoples R China
[2] Wuyi Univ, Sch Chem & Environm Engn, Jiangmen 529090, Guangdong, Peoples R China
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2018年 / 16卷 / 41期
关键词：
REGIOSELECTIVE THIOCYANATION; DIRECT ARYLATION; BOND FORMATION; PALLADIUM; ALKENES; ACCESS; HETEROCYCLES; FACILE; THIOCYANOOXYGENATION; HETEROAROMATICS;
D O I：
10.1039/c8ob02216j
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Iodothiocyanation of alkynes with ammonium thiocyanate (NH4SCN) and molecular iodine (I-2) has been demonstrated in aqueous ethanol, which enables efficient synthesis of a series of functional -iodo vinylthiocyanates in good to excellent yields under mild reaction conditions without the need for any protection.
引用
收藏
页码：7557 / 7560
页数：4
相关论文
共 50 条
  • [31] Hypervalent Iodine-Mediated Chemoselective Bromination of Terminal Alkynes
    Li, Youzhi
    Chen, Xuemei
    Huang, Daya
    Xie, Zhenming
    Liu, Yan
    FRONTIERS IN CHEMISTRY, 2022, 10
  • [32] Highly Regio- and Stereoselective Hydrosilylation of Alkynes Catalyzed by Tridentate Cobalt Complexes
    Kong, Degong
    Hu, Bowen
    Chen, Dafa
    CHEMISTRY-AN ASIAN JOURNAL, 2019, 14 (15) : 2694 - 2703
  • [33] Rhenium-catalyzed Regio- and Stereoselective Dimerization and Cyclotrimerization of Terminal Alkynes
    Kawata, Atsushi
    Kuninobu, Yoichiro
    Takai, Kazuhiko
    CHEMISTRY LETTERS, 2009, 38 (08) : 836 - 837
  • [34] Rhodium-catalyzed regio- and stereoselective addition of diphenylphosphine oxide to alkynes
    Han, LB
    Zhao, CQ
    Tanaka, M
    JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (17): : 5929 - 5932
  • [35] Regio- and stereoselective synthesis of bromoalkenes by homolytic hydrobromination of alkynes with hydrogen bromide
    Kumaki, Wataru
    Kinoshita, Hidenori
    Miura, Katsukiyo
    TETRAHEDRON, 2022, 110
  • [36] Regio- and Stereoselective Cyanotriflation of Alkynes Using Aryl(cyano)iodonium Triflates
    Wang, Xi
    Studer, Armido
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2016, 138 (09) : 2977 - 2980
  • [37] Cobalt(II)-Catalyzed Regio- and Stereoselective Hydroarylation of Alkynes with Organoboronic Acids
    Lin, Pao-Shun
    Jeganmohan, Masilamani
    Cheng, Chien-Hong
    CHEMISTRY-A EUROPEAN JOURNAL, 2008, 14 (36) : 11296 - 11299
  • [38] Regio- and Stereoselective Synthesis of Thiazole-Containing Triarylethylenes by Hydroarylation of Alkynes
    Lee, Woohyeong
    Shin, Changhoon
    Park, Soo Eun
    Joo, Jung Min
    JOURNAL OF ORGANIC CHEMISTRY, 2019, 84 (20): : 12913 - 12924
  • [39] Regio- and Stereoselective Multicomponent Coupling Reaction of Alkynes and Dimethylzinc Involving Allylnickelacycles
    Mori, Takamichi
    Nakamura, Toshiyuki
    Onodera, Gen
    Kimura, Masanari
    SYNTHESIS-STUTTGART, 2012, 44 (15): : 2333 - 2339
  • [40] Iron-catalyzed regio- and stereoselective addition of acid chlorides to alkynes
    Wang, Bo
    Wang, Shihua
    Li, Pinhua
    Wang, Lei
    CHEMICAL COMMUNICATIONS, 2010, 46 (32) : 5891 - 5893
12345