Highly Rapid and Direct Synthesis of Diaryl Sulfoxides

B. P. Bandgar; S. N. Kinkar; V. T. Kamble; S. V. Bettigeri

doi:10.1055/s-2003-41461

LETTER

Highly Rapid and Direct Synthesis of Diaryl Sulfoxides

B. P. Bandgar*, S. N. Kinkar, V. T. Kamble, S. V. Bettigeri
Organic Chemistry Research Laboratory, School of Chemical Sciences, Swami Ramanand Teerth Marathwada University, Nanded-431 606, India
Fax: +91(2462)229245; e-Mail: bandgar_bp@yahoo.com;

Abstract

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Abstract

Aromatic compounds react smoothly with thionyl chloride in the presence of 10 mol% of water at ambient temperature to afford the corresponding symmetrical diaryl sulfoxides in good to excellent yields with high regioselectivity.

Keywords

aryl sulfoxides - arenes - aqueous medium - thionyl chloride

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References

<A NAME="RD13903ST-1A">1a</A> Lubineau A. Auge J. Top Curr. Chem. 1999, 206: 1

<A NAME="RD13903ST-1B">1b</A> Sinou D. Top Current Chem. 1999, 206: 41

<A NAME="RD13903ST-1C">1c</A> Li CJ. Chan TH. Tetrahedron Lett. 1999, 51: 1

<A NAME="RD13903ST-1D">1d</A> Li CJ. Chan TH. Tetrahedron Lett. 1999, 51: 149

<A NAME="RD13903ST-1E">1e</A> Fringuelli F. Piermatti O. Pizro F. Heterocycles 1999, 50: 611

<A NAME="RD13903ST-1F">1f</A> Lubineau A. Auge J. Queneau Y. Synthesis 1994, 741

<A NAME="RD13903ST-1G">1g</A> Li CJ. Chem. Rev. 1993, 93: 2023

<A NAME="RD13903ST-2A">2a</A> Holland HL. Chem. Rev. 1988, 88: 473

<A NAME="RD13903ST-2B">2b</A> Block E. Angew, Chem., Int. Ed. Engl. 1992, 31: 1135

<A NAME="RD13903ST-3A">3a</A> Solladie G. Synthesis 1981, 185

<A NAME="RD13903ST-3B">3b</A> Carreno MC. Chem. Rev. 1995, 95: 1717

<A NAME="RD13903ST-3C">3c</A> Davis SG. Loveridge T. Clough JM. Synlett 1997, 66

<A NAME="RD13903ST-4A">4a</A> Magnus PD. Tetrahedron 1977, 33: 2019

<A NAME="RD13903ST-4B">4b</A> Madesclaire M. Tetrahedron 1988, 44: 6337

<A NAME="RD13903ST-5">5</A> Crivello JV. Lam JHW. Macromolecules 1977, 10: 1307

<A NAME="RD13903ST-6">6</A> Miller RD. Renaldo AF. Ito J. J.Org. Chem. 1988, 53: 5571

<A NAME="RD13903ST-7">7</A> Drabowicz J. Kielbasinski P. Mikolajczyk M. In The Chemistry of Sulfones and Sulfoxides Patai S. Rappoport Z. Stirling CJM. Wiley; New York: 1988. Chap. 8.

<A NAME="RD13903ST-8A">8a</A> Olah GA. Nishimura J. J. Org. Chem. 1974, 39: 1203

<A NAME="RD13903ST-8B">8b</A> Chaser OW. Pratt TM. Phosphorus Sulfur Relat. Elem. 1978, 5: 35

<A NAME="RD13903ST-9A">9a</A> Yamamoto K. Miyatake K. Nishimura Y. Tsuchida E. Chem. Commun. 1996, 2099

<A NAME="RD13903ST-9B">9b</A> Olah GA. Marinez ER. Surya Prakash GA. Synlett 1999, 1397

<A NAME="RD13903ST-10">10</A> Laali KK. Nagvekar DS. J. Org. Chem. 1991, 56: 1867

<A NAME="RD13903ST-11">11</A> Yadav JS. Subba Reddy BV. Shreeniwas Rao R. Praveen Kumar S. Nagaiah K. Synlett 2002, 5: 784