Hydroamination and Hydrophosphination of Isocyanates/Isothiocyanates under Catalyst-Free Conditions

被引:9
|
作者
Zhu, Xiancui [1 ]
Xu, Mengchen [1 ]
Sun, Jinrong [1 ]
Guo, Dianjun [1 ]
Zhang, Yiwei [1 ]
Zhou, Shuangliu [1 ]
Wang, Shaowu [1 ,2 ]
机构
[1] Anhui Normal Univ, Key Lab Funct Mol Solids, Minist Educ, Anhui Lab Mol Based Mat,Coll Chem & Mat Sci, Wuhu 241002, Anhui, Peoples R China
[2] Anhui Polytech Univ, Anhui Lab Clean Catalyt Engn, Anhui Lab Funct Complexes Mat Chem & Applicat, Coll Chem & Environm Engn, Wuhu 241002, Anhui, Peoples R China
基金
中国国家自然科学基金;
关键词
Hydroamination; Hydrophosphination; Isocyanates; Isothiocyanates; Nucleophilic addition; H-BOND DONORS; REDUCTIVE CARBONYLATION; OXIDATIVE CARBONYLATION; ISOCYANATES; UREA; AMINES; COMPLEXES; ISOTHIOCYANATES; UREAS/THIOUREAS; CARBODIIMIDES;
D O I
10.1002/ejoc.202100932
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Symmetrical and unsymmetrical N,N'-disubstituted as well as trisubstituted ureas/thioureas by the hydroamination of isocyanates/isothiocyanates, and various phosphathioureas by the hydrophosphination of isothiocyanates have been synthesized in good to excellent yields under catalyst-free and mild conditions. This protocol is also applicable for the efficient synthesis of chiral ureas and thioureas and common herbicides, such as fenuron and monuron.
引用
收藏
页码:5213 / 5218
页数:6
相关论文
共 50 条
  • [41] Ultrasound-Promoted Oxidation of Sulfides with Hydrogen Peroxide under Catalyst-Free Conditions
    Khatri, Praveen K.
    Jain, Suman L.
    Sain, Bir
    INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2011, 50 (02) : 701 - 704
  • [42] Synthesis of thiocarbamates from thiols and isocyanates under catalyst- and solvent-free conditions
    Movassagh, Barahman
    Soleiman-Beigi, Mohammad
    MONATSHEFTE FUR CHEMIE, 2008, 139 (02): : 137 - 140
  • [43] Borylation of aryldiazonium salts at room temperature in an aqueous solution under catalyst-free conditions
    Qi, Xinxin
    Li, Hao-Peng
    Peng, Jin-Bao
    Wu, Xiao-Feng
    TETRAHEDRON LETTERS, 2017, 58 (40) : 3851 - 3853
  • [44] Visible Light-Induced Synthesis of Biscoumarin Analogs under Catalyst-Free Conditions
    Nadaf, Ankusab Noorahmadsab
    Shivashankar, Kalegowda
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2018, 55 (06) : 1375 - 1381
  • [45] Synthesis of Thiocarbamates from Thiols and Isocyanates Under Catalyst- and Solvent-Free Conditions
    Barahman Movassagh
    Mohammad Soleiman-Beigi
    Monatshefte für Chemie - Chemical Monthly, 2008, 139 : 137 - 140
  • [46] Synthesis of quinazolinimines and quinazolinamines from 2-fluorobenzonitriles under catalyst-free conditions
    Feng, Jian-Bo
    Wu, Xiao-Feng
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2015, 13 (43) : 10656 - 10662
  • [47] Water-controlled nitro-oximation of alkenes under catalyst-free conditions
    Tang, Lin
    Yang, Zhen
    Chang, Xueping
    Zou, Guodong
    Zhou, Yuqiang
    Rao, Weihao
    Ma, Xiantao
    Zhao, Geng
    TETRAHEDRON LETTERS, 2018, 59 (48) : 4272 - 4275
  • [48] Convenient one-pot MCRs to trifluoromethylated spiropiperidine under catalyst-free conditions
    Zhou, Lu
    Yuan, Fangchong
    Zhou, Yidi
    Duan, Wenwen
    Zhang, Min
    Deng, Hongmei
    Song, Liping
    TETRAHEDRON, 2018, 74 (27) : 3761 - 3769
  • [49] Unexpected Selectivity in the Functionalization of Neat Castor Oil under Benign Catalyst-Free Conditions
    Raghunanan, Latchmi C.
    Martinez, Inmaculada
    Valencia, Concepcion
    Carmen Sanchez, M.
    Franco, Jose M.
    ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2018, 6 (06): : 7212 - 7215
  • [50] A Convenient Synthesis of Spiro[isoxazole-pyrazoloquinoline] Derivatives under Catalyst-Free Conditions
    Feng, Bin-Bin
    Xu, Jing
    Zhang, Mei-Mei
    Wang, Xiang-Shan
    SYNTHESIS-STUTTGART, 2016, 48 (01): : 65 - 72