Journal
ORGANIC LETTERS
Volume 20, Issue 22, Pages 7206-7211Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b03126
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Funding
- FAPESP [2013/18009-4, 2017/23329-9]
- HRMS multiuser equipment [2004/09498-2]
- CNPQ [140584/2015-3]
- [2017/02092-0]
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A general, mild, and versatile synthesis of the challenging alpha-aryl-beta-ketosulfoxonium ylides has been developed for the first time, substituting traditional methods starting from diazo compounds. The arylation of easily accessible beta-ketosulfoxonium ylides using aryne chemistry allowed the preparation of a large scope of the pro-chiral ylides in very good yields (40 examples; up to 85%). As applications, these ylides were smoothly converted into alpha-aryl ketones after desulfurization in good yields (up to 98%) as well as in other important derivatives.
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