Setembro 2013 vol. 1 num. 1 - Brazilian Meeting on Organic Synthesis 2011

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Chemoselectivity Investigation in Arylations with Diaryliodonium Salts

Malmgren, Joel ; Jalalian, Nazli ; Olofsson, Berit ;

Abstract:

Arylations are important transformations in organic synthesis. Aryl ethers, aryl esters and _-aryl carbonyl compounds are important substructures in a variety of compounds such as pharmaceuticals and natural products. Diaryliodonium salts have recently been recognized as versatile reagents in organic synthesis. They can be employed both in metal-mediated and metal-free reactions, thereby avoiding the drawbacks of organometallic reagents i.e. toxicity and high cost. Efficient one-pot procedures to diaryliodonium salts have been developed within our group (Scheme 1) increasing the availability of these compounds. With fast and inexpensive procedures for the preparation of these salts in hand, we are currently investigating the electrophilic arylating potential of these reagents.

Abstract:

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Palavras-chave: Hypervalent iodine compounds, ortho effect, metal-free,

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DOI: 10.5151/chempro-14bmos-R0265-2

Referências bibliográficas
  • [1] (a) Frlan, R.; Kikelj, D., Synthesis 2006, 2271; (b) Lloyd- Jones, G. C., Angew. Chem. Int. Ed. 2002, 41, 953.
  • [2] Phipps, R. J.; Gaunt, M. J., Science 2009, 323, 1593.
  • [3] Merritt, E. A.; Olofsson, B., Angew. Chem. Int. Ed. 2009, 48, 9052.
  • [4] (a) Bielawski, M.; Aili, D.; Olofsson, B., J. Org. Chem. 2008, 73, 4602; (b) Bielawski, M.; Zhu, M.; Olofsson, B., Adv. Synth. Cat. 2007, 349, 2610; (c) Merritt, E. A.; Malmgren, J.; Klinke, F.
  • [5] J.; Olofsson, B., Synlett 2009, 2277; (d) Zhu, M. Z.; Jalalian, N.; Olofsson, B., Synlett 2008, 592.
  • [6] 5. (a) Jalalian, N.; Ishikawa, E. E.; Silva, L. F.; Olofsson, B., Org. Lett. 2011, 13, 1552; (b) Norrby, P. O.; Petersen, T. B.; Bielawski, M.; Olofsson, B., Chem. Eur. J. 2010, 16, 8251; (c) Petersen, T. B. Khan, R.; Olofsson, B. submitted.
Como citar:

Malmgren, Joel; Jalalian, Nazli; Olofsson, Berit; "Chemoselectivity Investigation in Arylations with Diaryliodonium Salts", p. 265 . In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 1, Setembro.2013. São Paulo: Blucher, 2013.
ISSN 2318-4043, DOI 10.5151/chempro-14bmos-R0265-2

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