Syntheses and Transformations of Sulfinamides

作者: Zeng Qingle , He Ze , Qiaoling Zhang , Jufang Xi

DOI: 10.1055/A-1426-4744

关键词:

摘要: Sulfinamides, especially enantiopure sulfinamides, are widely used in organic and medicinal synthesis. Syntheses transformations of racemic enantioenriched sulfinamides have achieved great progress. Especially demonstrate interesting valuable reactivity, which deserves to be pertinent. This review summarizes the latest development synthesis transformation will helpful for future related research. 1 Introduction 2 Synthesis Sulfinamides 2.1 Racemic 2.2 Enantiomerically Pure 2.3 Other 3 Transformations 3.1 Condensation with Aldehydes Ketones 3.2 Reaction Alkynes 3.3 Alkenes 3.4 Aryl Alkyl Halides 3.5 Alcohols, Dibenzyl Ether, Benzyl Mercaptan 3.6 tert-Butyldisulfanyl-Substituted Hetarenes 3.7 Asymmetric Sulfides 3.8 N-Phosphino-sulfinamide Ligands 3.9 Asymmetric Synthesis γ-Amino Acids 3.10 Sulfonylation Heterocyclic Compounds 4 Summary Outlook

参考文章(81)
Zhidong Liu, Xiaolan Chen, Jianyu Chen, Lingbo Qu, Yingya Xia, Haitao Wu, Huili Ma, Shaohua Zhu, Yufen Zhao, Copper catalyzed direct tert-butyl sulfonylation of alkynes with t-butylsulfinamide leading to (E)-vinyl sulfones RSC Advances. ,vol. 5, pp. 71215- 71218 ,(2015) , 10.1039/C5RA13474A
Arong Gaowa, Tomohisa Horibe, Masayuki Kohno, Yasuhiko Tabata, Hiroshi Harada, Masahiro Hiraoka, Koji Kawakami, Enhancement of anti-tumor activity of hybrid peptide in conjugation with carboxymethyl dextran via disulfide linkers. European Journal of Pharmaceutics and Biopharmaceutics. ,vol. 92, pp. 228- 236 ,(2015) , 10.1016/J.EJPB.2015.03.015
Derek A. Cogan, Guangcheng Liu, Kyungjin Kim, Bradley J. Backes, Jonathan A. Ellman, Catalytic Asymmetric Oxidation of tert-Butyl Disulfide. Synthesis of tert-Butanesulfinamides, tert-Butyl Sulfoxides, and tert-Butanesulfinimines Journal of the American Chemical Society. ,vol. 120, pp. 8011- 8019 ,(1998) , 10.1021/JA9809206
Xing Kang, Rulong Yan, Guiqin Yu, Xiaobo Pang, Xingxing Liu, Xiaoni Li, Likui Xiang, Guosheng Huang, Iodine-Mediated Thiolation of Substituted Naphthols/Naphthylamines and Arylsulfonyl Hydrazides via C(sp2)–H Bond Functionalization Journal of Organic Chemistry. ,vol. 79, pp. 10605- 10610 ,(2014) , 10.1021/JO501778H
Qing Xu, Qiang Li, Xiaogang Zhu, Jianhui Chen, Green and Scalable Aldehyde-Catalyzed Transition Metal-Free Dehydrative N-Alkylation of Amides and Amines with Alcohols Advanced Synthesis & Catalysis. ,vol. 355, pp. 73- 80 ,(2013) , 10.1002/ADSC.201200881
Anjanappa Prakash, Mullick Dibakar, Kumaravel Selvakumar, Kandasamy Ruckmani, Manickam Sivakumar, Efficient indoles and anilines syntheses employing tert-butyl sulfinamide as ammonia surrogate Tetrahedron Letters. ,vol. 52, pp. 5625- 5628 ,(2011) , 10.1016/J.TETLET.2011.08.075
Sara Morales, Fernando G. Guijarro, José Luis García Ruano, M. Belén Cid, A general aminocatalytic method for the synthesis of aldimines. Journal of the American Chemical Society. ,vol. 136, pp. 1082- 1089 ,(2014) , 10.1021/JA4111418
Xirui Lv, Qinjie Xiang, Qingle Zeng, Potassium Hydroxide-promoted SelectiveN-Monoalkylation of Chiralt-Butane- andp-Toluenesulfinamides Organic Preparations and Procedures International. ,vol. 46, pp. 164- 175 ,(2014) , 10.1080/00304948.2014.884373
José A. Fernández-Salas, M. Mercedes Rodríguez-Fernández, M. Carmen Maestro, José L. García-Ruano, Stereochemical aspects and the synthetic scope of the SHi at the sulfur atom. Preparation of enantiopure 3-substituted 2,3-dihydro-1,2-benzoisothiazole 1-oxides and 1,1-dioxides Chemical Communications. ,vol. 50, pp. 6046- 6048 ,(2014) , 10.1039/C4CC01831A
Franklin A. Davis, Arthur J. Friedman, Edward W. Kluger, Chemistry of the sulfur-nitrogen bond. VIII. N-Alkylidenesulfinamides Journal of the American Chemical Society. ,vol. 96, pp. 5000- 5001 ,(1974) , 10.1021/JA00822A055