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Obituary
Yoshito Kishi (1937-2023)
Yoshito Kishi (1937-2023)
Professor. Yoshito Kishi,
a member of the Honorary Editorial Associates of HETEROCYCLES,
has passed away on January 9, 2023 at the age of 85.
I deeply express my regret over his death.
Kunio Ogasawara
Editor
January 13, 2023
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Paper | Regular issue | Vol 94, No. 7, 2017, pp.1269-1279
Published online, 5th June, 2017
Published online, 5th June, 2017
DOI: 10.3987/COM-17-13732
■ Halogenation of Dimethyl Indole-2,3-dicarboxylates Using PhI(OAc)2 and Alkali Metal Halide
Yasuyoshi Miki,* Yukari Hirata, Noriko Makino, Yuuka Hirose, Misa Nogata, Akira Nakamura, Hiromi Hamamoto, and Tomohiro Maegawa*
*School of Pharmaceutical Sciences, Kindai University, 3-4-1 Kowakae, Higashi-Osaka, Osaka 577-8502, Japan
Abstract
We studied selective bromination and iodination of dimethyl indole-2,3-dicarboxylates using phenyliodine diacetate (PIDA), LiBr, and LiI in the presence of Lewis acid. The protective group on the nitrogen of indole is important for selectivity of the halogenation position, and the use of a benzenesulfonyl group as a protective group resulted in preferential halogenation of indole at the 6-position.
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