Palladium-catalyzed sulfination of aryl and heteroaryl halides: Direct access to sulfones and sulfonamides

Organic Letters

Volumn 15, Issue 24, 2013, Pages 6226-6229

  Shavnya, Andrei ^a   Coffey, Steven B ^a   Smith, Aaron C ^a   Mascitti, Vincent ^a  

^a PFIZER INC   (United States)

Author keywords

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Indexed keywords

EID: 84890940646     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol403072r     Document Type: Article

References (13)

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2. Woolven, H.; Gonzalez-Rodriguez, C.; Marco, I.; Thompson, A. L.; Willis, M. C. Org. Lett. 2011, 13, 4876
3. Baskin, J. M.; Wang, Z. Tetrahedron Lett. 2002, 43, 8479
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7. Richards-Taylor, C. S.; Blakemore, D. C.; Willis, M. C. Chem. Sci. 2013, 10.1039/c3sc52332b
8. Nguyen, B.; Emmett, E. J.; Willis, M. C. J. Am. Chem. Soc. 2010, 132, 16372
9. 5 in a catalytic process, see: Ye, S.; Wu, J. Chem. Commun. 2012, 48, 10037
10. Pri-Bar, I.; Buchman, O. J. Org. Chem. 1984, 49, 4009
11. Meek, J. S.; Fowler, J. S. J. Org. Chem. 1968, 33, 3422 and ref 7 (alkylation)
12. Culvenor, C. C. J.; Davies, W.; Heath, N. S. J. Chem. Soc. 1949, 278 (epoxide opening)
13. Novel transformations have also been recently reported that allow access to N -aminosulfonamides from aryl iodides (refs 8, 9) and to sulfonamides from arylboronic acids (DeBergh, J. R.; Niljianskul, N.; Buchwald, S. L. J. Am. Chem. Soc. 2013, 135, 10638)