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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 24, 1994 - Issue 20
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Original Articles

Reductive Cleavage of S-S Bond by Samarium Diiodide: A Novel Method for the Synthesis of Disulfides

Xueshun Jia Department of Chemistry, Hangzhou University, Hangzhou, 310028 P.R, China
,
Yongmin Zhang Department of Chemistry, Hangzhou University, Hangzhou, 310028 P.R, China
&
Xunjun Zhou Department of Chemistry, Hangzhou University, Hangzhou, 310028 P.R, China
Pages 2893-2898 | Received 06 Apr 1994, Published online: 23 Sep 2006

Citations (27)

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Weihui Zhong, Xiaoyuan Chen & Yongmin Zhang. (2002) NEW PROCEDURE FOR THE PREPARATION OF 2,3-DIHYDRO- 1,5-BENZOTHIAZEPIN-4(5H)-ONES PROMOTED BY SAMARIUM DIIODIDE. Synthetic Communications 32:7, pages 1085-1090.
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D. BradleyG. Williams, Kevin Blann & Judy Caddy. (2001) FRAGMENTATION AND CLEAVAGE REACTIONS MEDIATED BY SmI2. PART 1: X-Y, X-X AND C-C SUBSTRATES. Organic Preparations and Procedures International 33:6, pages 565-602.
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Byung Woo Yoo, Heung Soo Baek, Sam Rok Keum, Cheol Min Yoon, Ghil Soo Nam, Sung Hoon Kim & Joong Hyup Kim. (2000) Novel Reductive Cleavage Reaction of Thiobenzoates with Samarium Diiodide: Convenient Synthesis of Disulfides. Synthetic Communications 30:23, pages 4317-4322.
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Rener Chen & Yongmin Zhang. (1999) Cleavage of S-S Bond by Sm/cat. CoCl2 or Sm/cat. CoCl2 • 6H2O System: A Novel Method for the Synthesis of Thiolesters. Synthetic Communications 29:21, pages 3699-3704.
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Genliang Lu & Yongmin Zhang. (1998) Synthesis of Unsymmetric α-(2-Arylcarbonyl-1-Phenylhydrazino) Diorganyl Selenides and Sulfides via Benzotriazole Intermediates Promoted by SmI2 . Synthetic Communications 28:24, pages 4501-4506.
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Songlin Zhang & Yongmin Zhang. (1998) Reductive Cleavage of Se–Si Bond in Arylselenotrimethylsilane: A Novel Method for the Synthesis of Selenoesters. Synthetic Communications 28:21, pages 3999-4002.
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Genliang Lu, Zhuangping Zhan & Yongmin Zhang. (1998) Synthesis of α-Benzotriazole Sulfides Promoted by Samarium Diiodide. Synthetic Communications 28:19, pages 3657-3663.
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Hongyun Guo, Zhuangping Zhan & Yongmin Zhang. (1997) Preparation of Dialkyl Disulfides via Reduction of Alkylthiocyanates with TiCl4/Sm System. Synthetic Communications 27:15, pages 2721-2724.
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You Huang, Yongmin Zhang & Yulu Wang. (1997) Preparation of Disulfides by Reduction of Sodium Alkyl Thiosulfates with Metallic Samarium and Catalytic Amount of Iodine. Synthetic Communications 27:6, pages 1043-1047.
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You Huang, Yongmin Zhang & Yulu Wang. (1996) Reduction of Azides to Amines With SmI2 or Cp2TiCl2-Sm System. Synthetic Communications 26:15, pages 2911-2915.
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Xueshun Jia, Peng Jin, Yongmin Zhang & Xunjun Zhou. (1995) Reduction of Diaryltellurium Dichlorides with Samarium Diiodide. Synthetic Communications 25:2, pages 253-258.
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Articles from other publishers (16)

Mohammad Abbasi & Arida Jabbari. (2015) One-pot conversion of alkyl halides to organic disulfides (disulfanes) using thiourea and hexamethyldisilazane (HMDS) in DMSO. Journal of the Iranian Chemical Society 13:1, pages 81-86.
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Mahmood Azizpoor Fard, Bahareh Khalili Najafabadi, Mahdi Hesari, Mark S. Workentin & John F. Corrigan. (2014) New Polydentate Trimethylsilyl Chalcogenide Reagents for the Assembly of Polyferrocenyl Architectures. Chemistry – A European Journal 20:23, pages 7037-7047.
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Jing Chen, Cheng-Shi Jiang, Wen-Quan Ma, Li-Xin Gao, Jing-Xu Gong, Jing-Ya Li, Jia Li & Yue-Wei Guo. (2013) The first synthesis of natural disulfide bruguiesulfurol and biological evaluation of its derivatives as a novel scaffold for PTP1B inhibitors. Bioorganic & Medicinal Chemistry Letters 23:18, pages 5061-5065.
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Michal Szostak, Malcolm Spain & David J. Procter. (2013) Recent advances in the chemoselective reduction of functional groups mediated by samarium(ii) iodide: a single electron transfer approach. Chemical Society Reviews 42:23, pages 9155.
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Jing-Xu Gong, Xu Shen, Li-Gong Yao, Hualiang Jiang, Karsten Krohn & Yue-Wei Guo. (2007) Total Synthesis of Gymnorrhizol, an Unprecedented 15-Membered Macrocyclic Polydisulfide from the Chinese Mangrove Bruguiera gymnorrhiza . Organic Letters 9:9, pages 1715-1716.
Crossref
Xiaoxia Wang, Xuefei Zou & Jingxing Du. (2019) An Efficient Synthesis of α,β-Unsaturated Thiol Esters. Journal of Chemical Research 2006:1, pages 64-66.
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Pinhua Li, Lei Wang, Yaner Yang, Xinhua Sun, Min Wang & Jincan Yan. (2004) A novel reduction of sodium alkyl thiosulfates with InCl 3 (cat.)/Sm(0) system in aqueous media: Facile synthesis of disulfides . Heteroatom Chemistry 15:5, pages 376-379.
Crossref
Fengshou Tian, Yong Ming Zhu, Songlin Zhang & Yulu Wang. (2019) A Novel Method for the Synthesis of Unsymmetrical Sulfides, Thioesters and β-thioesters. Journal of Chemical Research 2002:11, pages 582-583.
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Weike Su, Ning Gao, Yongmin Zhang & Junfei Zhu. (2019) Ytterbium Metal Promoted reaction of Disulfides with 2-Oxoimidazolidine-1-Carbonyl Chlorides. Journal of Chemical Research 2002:9, pages 442-443.
Crossref
Yun‐Kui Liu & Yung‐Min Zhang. (2010) Reductive Cleavage of the Te—Te Bond in Diphenyl Ditelluride by the Sm/CrCl 3 (cat.) System; Preparation of Telluroesters and Unsymmetrical Phenyltellurides . Chinese Journal of Chemistry 20:2, pages 202-206.
Crossref
Weihui Zhong & Yongmin Zhang. (2001) Synthesis of 2 H -1,4-benzothiazin-3(4 H )-ones and 2 H -1,4-benzoselenazin-3(4 H )-ones with the aid of samarium(II) iodide. Tetrahedron Letters 42:17, pages 3125-3127.
Crossref
Xiaoyuan Chen, Weihui Zhong & Yongmin Zhang. (2019) A New Route to 2,3-Dihydro-1,5-Benzothiazepines from Nitrodisulfides and α,β-Unsaturated Ketones by Smi 2 . Journal of Chemical Research 2000:8, pages 386-387.
Crossref
Songlin Zhang & Yongmin Zhang. (1999) Samarium diiodide induced reductive cleavage of the Te-Si bond in phenyltellurotrimethylsilane: A novel method for the synthesis of alkylphenyl tellurides, telluroesters, and?-phenyltelluro esters (nitriles). Heteroatom Chemistry 10:6, pages 471-474.
Crossref
G. Pattenden, J. I. G. Cadogan & S. V. LeyG. Pattenden, J. I. G. Cadogan & S. V. Ley. 1997. Dictionary of Organic Compounds. Dictionary of Organic Compounds 85 134 .
X. JIA, Y. ZHANG & X. ZHOU. (2010) ChemInform Abstract: Reductive Cleavage of S‐S Bond by Samarium Diiodide: A Novel Method for the Synthesis of Disulfides.. ChemInform 26:15.
Crossref
Xueshun Jia, Yongmin Zhang & Zunjun Zhou. (1994) Reductive cleavage of CS bond by samarium diiodide: A novel method for the synthesis of disulfides and thiolesters. Tetrahedron Letters 35:47, pages 8833-8834.
Crossref

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