Synthesis of 4-(alkoxyamino)chroman-2-ones via 6-exo-trig cyclization of carbon-centered radicals into oxime ethers-Reference-Cited by-同舟云学术

Synthesis of 4-(alkoxyamino)chroman-2-ones via 6-exo-trig cyclization of carbon-centered radicals into oxime ethers

Published:2016-03 Issue:3 Volume:52 Page:177-182
ISSN:0009-3122
Container-title:Chemistry of Heterocyclic Compounds
language:en
Short-container-title:Chem Heterocycl Comp

Author:

Bejarano Carlos A.,Díaz John E.,Loaiza Alix E.

Publisher

Springer Science and Business Media LLC

Subject

Organic Chemistry

Link

http://link.springer.com/content/pdf/10.1007/s10593-016-1857-z.pdf

Reference6 articles.

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2. Corey, E.; Pyne, S. Tetrahedron Lett. 1983, 24, 2821.

3. For some reviews of radical addition to oxime ethers, see: (a) Friestad, G. Tetrahedron 2001, 57, 5461. (b) Subramanian, H.; Landais, Y.; Sibi, M. P. In Comprehensive Organic Synthesis II; Molander, G.; Knochel, P., Eds.; Elsevier: Amsterdam, 2014, Vol. 4, p. 699.

4. For some examples of radical addition to oxime ethers, see: (a) Miyata, O.; Takahashi, S. A.; Tamura, U. M.; Naito, T. Tetrahedron. 2008, 64, 1270. (b) Jaramillo-Gómez, L. M.; Loaiza, A. E.; Martin, J.; Ríos, L. A.; Wang, P. G. Tetrahedron Lett. 2006, 47, 3909. (c) Miyabe, H.; Ueda, M.; Fujii, K.; Nishimura, A.; Naito, T. J. Org. Chem. 2003, 68, 5618. (d) Miyabe, H.; Ueda, M.; Yoshioko, N.; Yamakawa, K.; Naito, T. Tetrahedron 2000, 56, 2413. (e) Miyabe, H.; Ueda, M.; Naito, T. J. Org. Chem. 2000, 65, 5043. (f) Miyabe, H.; Tanaka, H.; Naito, T. Tetrahedron Lett. 1999, 40, 8387. (g) Miyabe, H.; Shibata, R.; Sangawa, M.; Ushiro, C.; Naito, T. Tetrahedron 1998, 54, 11431. (h) Miyabe, H.; Shibata, R.; Ushiro, C.; Naito, T. Tetrahedron Lett. 1998, 39, 631.

5. (a) Dong, S.; Liu, X.; Zhang, Y.; Lin, L.; Feng, X. Org. Lett. 2011, 13, 5060. (b) El-Saghier, A. M.; Naili, M. B.; Rammash, B. Kh.; Saleh, N. A.; Kreddan, K. M. ARKIVOC 2007, (xvi), 83. (c) Di Braccio, M.; Grossi, G.; Roma, G.; Marzano, C.; Baccichetti, F.; Simonato, M.; Bordin, F. Farmaco 2003, 58, 1083. (d) Roma, G.; Di Braccio, M.; Carrieri, A.; Grossi, G.; Leoncini, G.; Signorello, M.; Carotti, A. Biorg. Med. Chem. 2003, 11, 123.

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