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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 16, 1986 - Issue 7
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Original Articles

Chemoselective Reduction of Diaryl Bisulfides to Thiols with Sodium Borohydride in Mixed Solvent Containing Methaxol

Atsuhiro Ookawa Department of Applied Chemistry, Faculty of Science, Science University of Tokyo, Kagurazaka, Shinjuku-ku, Tokyo, 162, JAPAN
,
Shuji Yokoyama Department of Applied Chemistry, Faculty of Science, Science University of Tokyo, Kagurazaka, Shinjuku-ku, Tokyo, 162, JAPAN
&
Kenso Soai Department of Applied Chemistry, Faculty of Science, Science University of Tokyo, Kagurazaka, Shinjuku-ku, Tokyo, 162, JAPAN
Pages 819-825 | Published online: 06 Dec 2006

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Bohua Long & Jiannan Xiang. (2009) Novel Stereoselective Synthesis of 4-Acetoxyazetidinone from Methyl 6,6-Dibromopenicillanate: Key Intermediate for the Preparation of Carbapenem Antibiotics. Synthetic Communications 39:22, pages 4019-4029.
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Guangfu Sun, Yunyan Kuang, Suxi Wang & Fener Chen. (2004) A Simple and Convenient Synthesis of HEPT Analogues via a One‐Pot Reduction–Sulfenylation Reaction. Synthetic Communications 34:12, pages 2229-2235.
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Madabhushi Sridhar, SubramanianK. Vadivel & UdayT. Bhalerao. (1997) Reduction of Symmetric Disulfides to Thiols Using Mg in Methanol∗ . Synthetic Communications 27:8, pages 1347-1350.
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SamarendraN. Maiti, Paul Spevak, Maya Prakash Singh, RonaldG. Micetich & A.V. Narender Reddy. (1988) Reductive Cleavage of Symmetrical Disulfides with Hydrazines. Synthetic Communications 18:6, pages 575-581.
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Bhanwar K. Malviya, Eric C. Hansen, Caleb J. Kong, Joseph Imbrogno, Jenson Verghese, Steven M. Guinness, Chase A. Salazar, Jean‐Nicolas Desrosiers, C. Oliver Kappe & David Cantillo. (2023) Metal‐Free Electrochemical Reduction of Disulfides in an Undivided Cell under Mass Transfer Control. Chemistry – A European Journal 29:66.
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Anže Zupanc, Eeva Heliövaara, Karina Moslova, Aleksi Eronen, Marianna Kemell, Črtomir Podlipnik, Marjan Jereb & Timo Repo. (2022) Iodine‐Catalysed Dissolution of Elemental Gold in Ethanol. Angewandte Chemie International Edition 61:14.
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Anže Zupanc, Eeva Heliövaara, Karina Moslova, Aleksi Eronen, Marianna Kemell, Črtomir Podlipnik, Marjan Jereb & Timo Repo. (2022) Iodine‐Catalysed Dissolution of Elemental Gold in Ethanol. Angewandte Chemie 134:14.
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Paulina Bartos, Małgorzata Celeda, Anna Pietrzak & Piotr Kaszyński. (2022) Planar Blatter radicals through Bu 3 SnH- and TMS 3 SiH-assisted cyclization of aryl iodides: azaphilic radical addition . Organic Chemistry Frontiers 9:4, pages 929-938.
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Seigo Watanabe & Kenichi Oyaizu. (2021) Catechol End-Capped Poly(arylene sulfide) as a High-Refractive-Index “TiO 2 /ZrO 2 -Nanodispersible” Polymer . ACS Applied Polymer Materials 3:9, pages 4495-4503.
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Likun Jin, Jianchun Wang & Guangbin Dong. (2018) Palladium-Catalyzed γ-C(sp 3 )−H Arylation of Thiols by a Detachable Protecting/Directing Group . Angewandte Chemie International Edition 57:38, pages 12352-12355.
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Likun Jin, Jianchun Wang & Guangbin Dong. (2018) Palladium-Catalyzed γ-C(sp 3 )−H Arylation of Thiols by a Detachable Protecting/Directing Group . Angewandte Chemie 130:38, pages 12532-12535.
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Alexander V. Martynov, Nataliya A. Makhaeva & Svetlana V. Amosova. (2018) (2 E ,6 E )-2,6-Bis(organylchalogenylmethylidene) substituted 1,4-dithiane 1,1,4,4-tetraoxides and N -organyl thiomorpholine 1-oxides as new S -oxide derivatives of bis(2-organylchalcogenylvinyl) sulfides . Heteroatom Chemistry 29:2, pages e21420.
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A Di Crescenzo, I Cacciatore, M Petrini, M D’Alessandro, N Petragnani, P Del Boccio, P Di Profio, S Boncompagni, G Spoto, H Turkez, P Ballerini, A Di Stefano & A Fontana. (2017) Gold nanoparticles as scaffolds for poor water soluble and difficult to vehiculate antiparkinson codrugs. Nanotechnology 28:2, pages 025102.
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Jing Liu, Qi Chen, Ya-Nan Sun, Meng-Ying Xu, Wei Liu & Bao-Hang Han. (2016) Gold nanoparticles encapsulated in hierarchical porous polycarbazole: preparation and application in catalytic reduction. RSC Advances 6:54, pages 48543-48549.
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Hyunpyo Lee, Hyungwoo Kim, Tae Jin Choi, Hyun Woo Park & Ji Young Chang. (2015) Preparation of a microporous organic polymer by the thiol–yne addition reaction and formation of Au nanoparticles inside the polymer. Chemical Communications 51:48, pages 9805-9808.
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Atsushi Akao, Nobuaki Nonoyama & Nobuyoshi Yasuda. (2006) A mild and practical deprotection method for benzyl thioethers. Tetrahedron Letters 47:30, pages 5337-5340.
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Behzad Zeynizadeh & Tarifeh Behyar. (2005) Wet THF as a Suitable Solvent for a Mild and Convenient Reduction of Carbonyl Compounds with NaBH 4 . Bulletin of the Chemical Society of Japan 78:2, pages 307-315.
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Nathalie Sibold, Pierre-Jean Madec, Serge Masson & Thi-Nhàn Pham. (2002) Synthesis and characterization of (co)polymers containing a phosphonate function for use in dental composites. Polymer 43:26, pages 7257-7267.
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Xavier Baucherel, Jacques Uziel & Sylvain Jugé. (2001) Unexpected Catalyzed CC Bond Cleavage by Molecular Oxygen Promoted by a Thiyl Radical. The Journal of Organic Chemistry 66:13, pages 4504-4510.
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Bernhard Kammermeier. 2000. Ullmann's Encyclopedia of Industrial Chemistry. Ullmann's Encyclopedia of Industrial Chemistry.
Abdelghani Brikh & Christophe Morin. (1999) Boronated thiophenols: a preparation of 4-mercaptophenylboronic acid and derivatives. Journal of Organometallic Chemistry 581:1-2, pages 82-86.
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Habib Firouzabadi & Gholam Reza Afsharifar. (1995) Modified Borohydride Agents, 1-Benzyl-4-aza-1-azoniabicyclo[2.2.2]octane Tetrahydroborate (BAAOTB) versus Tetrabutylammonium Tetrahydroborate (TBATB). Efficient, Selective, and Versatile Reducing Agents. Bulletin of the Chemical Society of Japan 68:9, pages 2595-2602.
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Christophe Calais, Michel Lacroix, Christophe Geantet & Michèle Breysse. (1994) Selective reduction ofpara-substituted diphenyldisulfides catalysed by a sulfided NiMo supported on alumina catalyst. Applied Catalysis A: General 115:2, pages 303-314.
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Ian W.J. Still. 1991. Comprehensive Organic Synthesis. Comprehensive Organic Synthesis 403 415 .
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Atsuhiro Ookawa, Hiroshi Hiratsuka & Kenso Soai. (1987) Chemo- and Regioselective Reduction of Epoxides with Sodium Borohydride in Mixed Solvent Containing Methanol. Bulletin of the Chemical Society of Japan 60:5, pages 1813-1817.
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A. OOKAWA, S. YOKOYAMA & K. SOAI. (1986) ChemInform Abstract: Chemoselective Reduction of Diaryl Disulfides to Thiols with Sodium Borohydride in Mixed Solvent Containing Methanol.. Chemischer Informationsdienst 17:44.
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