Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 80, Issue 8, Pages 4213-4220Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.5b00563
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Funding
- Office of Naval Research [N00014-12-1-0596]
- National Institutes of Health NIGMS [F32GM108145]
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A three-step procedure has been developed for preparing ortho-alkoxybenzaldehydes from ortho-fluorobenzaldehydes that tolerates the use of sterically hindered sodium alkoxide nucleophiles. The protocol is modular and operationally convenient. The ortho-alkoxybenzaldehyde products can be converted in one additional step to ortho-alkoxystyrenes by a Wittig reaction. These styrenes are precursors to the chelating benzylidene moiety in a proposed series of novel ruthenium complexes for use in olefin metathesis. Chelation with three representative styrenes has been demonstrated.
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