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Molybdenum-Mediated Carbonylation of Aryl Halides with Nucleophiles Using Microwave Irradiation

Bryan Roberts*, David Liptrot, Lilian Alcaraz, Tim Luker and Michael J. Stocks

*Department of Chemistry, AstraZeneca R&D Charnwood, Bakewell Road, Loughborough, Leics LE11 5RH, United Kingdom, Email: bryan.robertsastrazeneca.com

B. Roberts, D. Liptrot, L. Alcaraz, T. Luker, M. J. Stocks, Org. Lett., 2010, 12, 4280-4283.

DOI: 10.1021/ol1016965 (free Supporting Information)



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Abstract

An efficient and practical molybdenum-mediated carbonylation of aryl and heteroaryl halides with a variety of nucleophiles using microwave irradiation offers a wide scope and proceeds in good to excellent yields.


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Note

There is also related work published after our work by Ren and Yamane (J. Org. Chem., 2010, 75, 8410-8415. Abstract), who showed that these reactions can be performed with sub-stoichiometric amounts of molybdenum hexacarbonyl (0.2 eq.).In our work we obtained slightly reduced yields with sub-stoichiometric amounts but we did no optimisation (unpublished results).

Bryan Roberts, May 3, 2011


Key Words

Carbonylation, Microwave Synthesis, Aminocarbonylation


ID: J54-Y2010-2700