Organic letters

A general method for the formation of aryl-sulfur bonds using copper (I) catalysts

CG Bates, RK Gujadhur, D Venkataraman

Index: Bates, Craig G; Gujadhur, Rattan K; Venkataraman Organic letters, 2002 , vol. 4, # 16 p. 2803 - 2806

Full Text: HTML

Citation Number: 389

Abstract

We report a mild, palladium-free synthetic protocol for the cross-coupling reaction of aryl iodides and thiols using 10 mol% CuI and 10 mol% neocuproine, with NaO t-Bu as the base, in toluene at 110° C. Using this protocol, we have shown that a variety of aryl sulfides can be synthesized in excellent yields from readily available iodides and thiols.

Related Articles:

Simple and efficient copper-catalyzed S-arylation of diaryl disulfides with triarylbismuthanes under aerobic conditions

[Yasuike, Shuji; Nishioka, Motokazu; Kakusawa, Naoki; Kurita, Jyoji Tetrahedron Letters, 2011 , vol. 52, # 48 p. 6403 - 6406]

Simple and efficient copper-catalyzed S-arylation of diaryl disulfides with triarylbismuthanes under aerobic conditions

[Yasuike, Shuji; Nishioka, Motokazu; Kakusawa, Naoki; Kurita, Jyoji Tetrahedron Letters, 2011 , vol. 52, # 48 p. 6403 - 6406]

Carbon–Sulfur Bond Formation Catalyzed by [Pd (IPr* OMe)(cin) Cl](cin= cinnamyl)

[Bastug, Gulluzar; Nolan, Steven P. Journal of Organic Chemistry, 2013 , vol. 78, # 18 p. 9303 - 9308]

Transition-metal-free synthesis of unsymmetrical diaryl chalcogenides from arenes and diaryl dichalcogenides

[Prasad, Ch Durga; Balkrishna, Shah Jaimin; Kumar, Amit; Bhakuni, Bhagat Singh; Shrimali, Kaustubh; Biswas, Soumava; Kumar, Sangit Journal of Organic Chemistry, 2013 , vol. 78, # 4 p. 1434 - 1443]

Carbon–Sulfur Bond Formation Catalyzed by [Pd (IPr* OMe)(cin) Cl](cin= cinnamyl)

[Bastug, Gulluzar; Nolan, Steven P. Journal of Organic Chemistry, 2013 , vol. 78, # 18 p. 9303 - 9308]

More Articles...