N,N-Dibromosulfonamides: Versatile Reagents in Organic Synthesis

被引:1
作者
Hu, Yu-Long [1 ]
Zhou, Ling [1 ]
Chen, Jie [1 ]
机构
[1] Northwest Univ, Coll Chem & Mat Sci, Minist Educ, Key Lab Synthet & Nat Funct Mol Chem, Xian 710127, Peoples R China
基金
中国国家自然科学基金;
关键词
Amine; bromination; bromoamine; N; N-dibromosulfonamides; electrophile; oxidation; synthesis; N-HALOSULFONAMIDE; STEREOSELECTIVE-SYNTHESIS; AROMATIC-COMPOUNDS; FACILE GENERATION; ADDITION-REACTION; FREE PROTOCOL; EFFICIENT; BROMINATION; OLEFINS; MILD;
D O I
10.2174/1385272820666160427122520
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
N,N-Dibromosulfonamides are unique reagents in organic synthesis and have been employed in several areas of application. They have demonstrated high reactivity in bromination reactions, vicinal bromoamine synthesis, in the construction of C-N bonds, and several other transformations. This review describes the scope and application of the N,N-dibromosulfonamides as bromine sources, as amine sources, as sources of both amine and bromine, as oxidation reagents, or as catalysts.
引用
收藏
页码:2083 / 2098
页数:16
相关论文
共 80 条
  • [1] [Anonymous], 2005, GARDNERS COMMERCIALL
  • [2] Synthesis of amidine and bis amidine derivatives and their evaluation for anti-inflammatory and anticancer activity
    Arya, Surbhi
    Kumar, Nikhil
    Roy, Partha
    Sondhi, S. M.
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2013, 59 : 7 - 14
  • [3] Synthesis and biological activity of vicinal diaryl-substituted 1H-imidazoles
    Bellina, Fabio
    Cauteruccio, Silvia
    Rossi, Renzo
    [J]. TETRAHEDRON, 2007, 63 (22) : 4571 - 4624
  • [4] A highly efficient catalyst-free protocol for C-H bond activation: sulfamidation of alkyl aromatics and aldehydes
    Borah, Arun Jyoti
    Phukan, Prodeep
    [J]. CHEMICAL COMMUNICATIONS, 2012, 48 (44) : 5491 - 5493
  • [5] Expeditious formal synthesis of (±)-epibatidine using diastereoselective bromohydroxylation of aminocyclohexene derivatives
    Cabanal-Duvillard, I
    Berrien, JF
    Royer, J
    Husson, HP
    [J]. TETRAHEDRON LETTERS, 1998, 39 (29) : 5181 - 5184
  • [6] Diastereoselectively Switchable Asymmetric Haloaminocyclization for the Synthesis of Cyclic Sulfamates
    Cai, Yunfei
    Zhou, Pengfei
    Liu, Xiaohua
    Zhao, Jiannan
    Lin, Lili
    Feng, Xiaoming
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2015, 21 (17) : 6386 - 6389
  • [7] Iron-catalyzed asymmetric haloamination reactions
    Cai, Yunfei
    Liu, Xiaohua
    Zhou, Pengfei
    Kuang, Yulong
    Lin, Lili
    Feng, Xiaoming
    [J]. CHEMICAL COMMUNICATIONS, 2013, 49 (73) : 8054 - 8056
  • [8] Synthesis and Reactivity of 2-(Carboxymethyl)aziridine Derivatives
    Callebaut, Gert
    Meiresonne, Tamara
    De Kimpe, Norbert
    Mangelinckx, Sven
    [J]. CHEMICAL REVIEWS, 2014, 114 (16) : 7954 - 8015
  • [9] Cardona F, 2009, NAT CHEM, V1, P269, DOI [10.1038/nchem.256, 10.1038/NCHEM.256]
  • [10] Catalyst- and Metal-Free Rapid Functionalizations of Alkynes Using TsNBr2
    Chawla, Ruchi
    Singh, Tsanbrtul K.
    Yadav, Lal Dhar S.
    [J]. SYNLETT, 2013, 24 (12) : 1558 - 1562