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Kippo T, Hamaoka K, Ueda M, et al. Bromoallylation of Alkenes Leading to 4-Alkenyl Bromides Based on Trapping of β-Bromoalkyl Radicals. Org Lett. 2017;19(19):5198-5200doi: 10.1021/acs.orglett.7b02471.
Kippo, T., Hamaoka, K., Ueda, M., Fukuyama, T., & Ryu, I. (2017). Bromoallylation of Alkenes Leading to 4-Alkenyl Bromides Based on Trapping of β-Bromoalkyl Radicals. Organic letters, 19(19), 5198-5200. https://doi.org/10.1021/acs.orglett.7b02471
Kippo, Takashi, et al. "Bromoallylation of Alkenes Leading to 4-Alkenyl Bromides Based on Trapping of β-Bromoalkyl Radicals." Organic letters vol. 19,19 (2017): 5198-5200. doi: https://doi.org/10.1021/acs.orglett.7b02471
Kippo T, Hamaoka K, Ueda M, Fukuyama T, Ryu I. Bromoallylation of Alkenes Leading to 4-Alkenyl Bromides Based on Trapping of β-Bromoalkyl Radicals. Org Lett. 2017 Oct 06;19(19):5198-5200. doi: 10.1021/acs.orglett.7b02471. Epub 2017 Sep 25. PMID: 28945430.
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Org Lett. 2017 Oct 06;19(19):5198-5200. doi: 10.1021/acs.orglett.7b02471. Epub 2017 Sep 25.

Bromoallylation of Alkenes Leading to 4-Alkenyl Bromides Based on Trapping of β-Bromoalkyl Radicals.

Organic letters

Takashi Kippo, Kanako Hamaoka, Mitsuhiro Ueda, Takahide Fukuyama, Ilhyong Ryu

Affiliations

  1. Department of Chemistry, Graduate School of Science, Osaka Prefecture University , Sakai, Osaka, 599-8531, Japan.
  2. Department of Applied Chemistry, National Chiao Tung University , Hsinchu 30010, Taiwan.

PMID: 28945430 DOI: 10.1021/acs.orglett.7b02471

Abstract

A radical-chain addition of allyl bromides to aryl alkenes, vinyl ester, and vinyl phthalimide was studied in which elusive β-bromoalkyl radicals were trapped efficiently to give 5-bromo-1-pentenes in good to high yields (16 examples). A subsequent carbonylative radical cyclization with AIBN/Bu

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