Dezembro 2013 vol. 1 num. 2 - Brazilian Meeting on Organic Synthesis 2013
Abstract - Open Access.
Metal-Free sp2 and sp3 C-H Functionalization/C-O Bond Forming Reaction
Wang, Xueqiang ; Donaire, Joan G. ; Martin, Ruben ;
Abstract:
Hypervalent iodine (III) reagents have been employed as mild oxidants in a variety of C-X bondforming reactions. However, superstoichiometric amounts of iodine (III) reagents are typically employed, thus generating equimolar amounts of undesired aryl iodides. In 2005, the Ochiai and Kita groups independently reported a catalytic process involving in situ oxidation of iodoarenes by using meta-chloroperbenzoic acid (m-CPBA). Since then, this concept has been extensively used for the synthesis of a variety of organic molecules. We herein report our preliminary results on an economical approach to benzolactones from simple benzoic acids via metal-free, aryl iodide-catalized C-O bond formation initiated by Csp2-H and Csp3-H functionalization.
Abstract:
Palavras-chave: Metal-free, Aryl iodide, C-H functionalization,
Palavras-chave:
DOI: 10.5151/chempro-15bmos-BMOS2013_2013815132216
Referências bibliográficas
- [1] 1Ochiai, M.; Takeuchi, Y.; Katayama, T.; Sueda, T.; Miyamoto, K. J. Am.
- [2] Chem. Soc. 2005, 127, 12244.
- [3] 2Dohi, T.; Maruyama, A.; Yoshimura, M.; Morimoto, K.; Tohma, H.; Kita, Y.
- [4] Angew. Chem., Int. Ed. 2005, 44, 6193.
- [5] 3For examples, see: (a) Dohi, T.; Maruyama, A.; Minamitsuji, Y.; Takenaga,
- [6] N.; Kita, Y. Chem. Commun. 2007, 1224. (b) Antonchick, A. P.; Samanta,
- [7] R.; Kulikov, K.; Lategahn, J. Angew. Chem, Int. Ed. 2011, 50, 8605. (c)
- [8] Richardson, R. D.; Wirth, T. Angew. Chem. Int. Ed. 2006, 45, 4402.
Como citar:
Wang, Xueqiang; Donaire, Joan G.; Martin, Ruben; "Metal-Free sp2 and sp3 C-H Functionalization/C-O Bond Forming Reaction", p. 155 . In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 2, Dezembro.2013.
São Paulo: Blucher,
2013.
ISSN 2318-4043,
DOI 10.5151/chempro-15bmos-BMOS2013_2013815132216
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