Abstract
The intramolecular Bradsher cyclization refers to the acid-catalyzed aromatic cyclodehydration of ortho-acyl diarylmethanes to form anthracenes. On the other hand, the intermolecular Bradsher cycloaddition often involves the Diels–Alder reaction of a pyridium with a vinyl ether or vinyl sulfide.
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(a) Bradsher, C. K. J. Am. Chem. Soc. 1940, 62, 486–488. Charles K. Bradsher was born in Petersburg, VA in 1912. After his Ph.D. under Louis F. Fieser at Harvard and postdoctoral training with R. C. Fuson, he became a professor at Duke University. (b) Bradsher, C. K.; Smith, E. S. J. Am. Chem. Soc. 1943, 65, 451–452. (c) Bradsher, C. K.; Vingiello, F. A. J. Org. Chem. 1948, 13, 786–789. (d) Bradsher, C. K.; Sinclair, E. F. J. Org. Chem. 1957, 22, 79–81.
Vingiello, F. A.; Spangler, M. O. L.; Bondurant, J. E. J. Org. Chem. 1960, 25, 2091– 2094.
Brice, L. K.; Katstra, R. D. J. Am. Chem. Soc. 1960, 82, 2669–2670.
Saraf, S. D.; Vingiello, F. A. Synthesis 1970, 655.
Ahmed, M.; Ashby, J.; Meth-Cohn, O. J. Chem. Soc., Chem. Commun. 1970, 1094– 1095.
Ashby, J.; Ayad, M.; Meth-Cohn, O. J. Chem. Soc., Perkin Trans. 1 1974, 1744–1747.
Bradsher, C. K. Chem. Rev. 1987, 87, 1277–1297. (Review).
Nicolas, T. E.; Franck, R. W. J. Org. Chem. 1995, 60, 6904–6911.
Magnier, E.; Langlois, Y. Tetrahedron Lett. 1998, 39, 837–840.
Urban, D.; Duval, E.; Langlois, Y. Tetrahedron Lett. 2000, 41, 9251–9256.
Soll, C. E.; Franck, R. W. Heterocycles 2006, 70, 531–540.
Mondal, M.; Kerrigan, N. J. Bradsher Reaction, In Name Reactions for Carbocyclic Ring Formations, Li, J. J., Ed.; Wiley: Hoboken, NJ, 2010, pp 251–266. (Review).
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Li, J.J. (2014). Bradsher reaction. In: Name Reactions. Springer, Cham. https://doi.org/10.1007/978-3-319-03979-4_38
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DOI: https://doi.org/10.1007/978-3-319-03979-4_38
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