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DOI: 10.1055/s-0030-1260937
Elemental Sulfur: A Simple, Economic, and Versatile Reagent
Publication History
Publication Date:
05 July 2011 (online)
Introduction
Elemental sulfur is a paled yellow, odorless and brittle solid, which is insoluble in water, but soluble in CS2. [¹] It is very inexpensive and easy available, because of its abundance in many naturals’ sources (petroleum crude, minerals, etc.). [²] Elemental sulfur appears in several allotropic forms: octahedral, rhombic or α-sulfur, monoclinic, prismatic or β-sulfur. [¹] Both the rhombic and monoclinic forms are made up of eight sulfur atoms arranged in a puckered structure. Literature reveals that S8 has been extensively used in numerous organic transformations, including synthesis of mercaptopurines, [³] oxazolidinones, [4] aminothiophenes, [5] reduction of nitroarenes, [6] and as oxidation agents. [7] These and some other applications are described below.
- 1
The Merck Index 14th ed;
O’Neil MJ.Heckelman PE.Koch CB.Roman KJ.Kenny CM.D’Arecca MR. Eds.; Merck; New York: 2006. - 2
Borah D. Energy Fuels 2004, 18: 1463 - 3
Tandel S.Bliznets I.Ebinger K.Ma Y.-A.Bhumralkar D.Thiruvazhi M. Tetrahedron Lett. 2004, 45: 2321 - 4
Mizuno T.Takahashi J.Ogawa A. Tetrahedron 2002, 58: 7805 - 5
Zhang H.Yang G.Chen J.Chen Z. Synthesis 2004, 3055 - 6
McLaughlin MA.Barnes DM. Tetrahedron Lett. 2006, 47: 9095 - 7
Shibahara F.Sugiura R.Yamaguchi E.Kitagawa A.Murai T. J. Org. Chem. 2009, 74: 3566 - 8
Jana A.Ghoshal D.Roesky HW.Objartel I.Schwab G.Stalke D. J. Am. Chem. Soc. 2009, 131: 1288 - 9
Wang Z.Wang Y.Zhang W.-X.Hou Z.Xi Z. J. Am. Chem. Soc. 2009, 131: 15108 - 10
Illa O.Arshad M.Ros A.McGarrigle EM.Aggarwal VK. J. Am. Chem. Soc. 2010, 132: 1828 - 11
Musorin GK. Russ. J. Org. Chem. 2002, 38: 591 - 12
Sugihara Y.Noda K.Nakayama J. Tetrahedron Lett. 2000, 41: 8913