Issue 16, 2000
From the journal:

Chemical Communications

6-Endo-trig and 5-exo-trig selective aryl radical cyclisations of N-(o-bromobenzyl) enamides

Hiroyuki Ishibashi,*a   Issei Kato,a   Yoshifumi Takeda,a   Momoyo Kogurea  and  Osamu Tamuraa  

* Corresponding authors

a Faculty of Pharmaceutical Sciences, Kanazawa University, Takara-machi, 920-0934, Kanazawa, Japan.
E-mail: isibasi@dbs.p.kanazawa-u.ac.jp

Abstract

Bu3SnH-mediated aryl radical cyclisation of enamide 9 proceeded in a 6-endo-trig manner to give exclusively tetrahydroisoquinoline derivative 12, whereas enamide 10b having a (Z)-phenylthio group at the terminus of the N-vinylic bond gave exclusively the 5-exo-trig cyclisation product 16.

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Article information

DOI
https://doi.org/10.1039/B003790G
Article type
Communication
Submitted
11 May 2000
Accepted
28 Jun 2000
First published
25 Jul 2000

Chem. Commun., 2000, 1527-1528

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6-Endo-trig and 5-exo-trig selective aryl radical cyclisations of N-(o-bromobenzyl) enamides

H. Ishibashi, I. Kato, Y. Takeda, M. Kogure and O. Tamura, Chem. Commun., 2000, 1527 DOI: 10.1039/B003790G

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