The direct acyl-alkylation of arynes. Preparation of methyl 2-(2-Acetylphenyl)acetate

Organic Syntheses

Volumn 86, Issue , 2009, Pages 161-171

  Ebner, David C ^a   Tambar, Uttam K ^a   Stoltz, Brian M ^a   Storgaard, Morten ^a   Ide, Nathan D ^a   Ragan, John A ^a   Ellman, Jonathan A ^a  

^a California Institute of Technology   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 77951911083     PISSN: 00786209     EISSN: 16000730     Source Type: Book Series    
DOI: 10.15227/orgsyn.086.0161     Document Type: Article

References (9)

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3. Halford, J. O.; Raiford, R. W., Jr.; Weissmann, B.J. Org. Chem. 1961, 26, 1898-1901.
4. Tambar, U. K.; Stoltz, B. M. J. Am. Chem. Soc. 2005, 127, 5340-5341.
5. Subsequent to our report, similar aryne insertions into C-C bonds were disclosed: (a) Yoshida, H.; Watanabe, M.; Ohshita, J.; Kunai, A. Chem. Commun. 2005, 3292-3294.
6. (b) Yoshida, H.; Watanabe, M.; Ohshita, F.; Kunai, A. Tetrahedron Lett. 2005, 46, 6729-6731.
7. This mild method for generating benzyne from ortho-silyl aryl triflates was initially developed by Kobayashi: Himeshima, Y; Sonoda, T.; Kobayashi, H. Chem. Lett. 1983, 12, 1211-1214.
8. Cruces, J.; Estévez, J. C.; Castedo, L.; Estévez, R. J. Tetrahedron Lett. 2001, 42, 4825-4827.
9. Tambar, U. K.; Ebner, D. C.; Stoltz, B. M. J. Am. Chem. Soc. 2006, 128, 11752-11753.