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Zenichi Yoshida (1925-2023)
Zenichi Yoshida (1925-2023)
Professor. Zenichi Yoshida,
a member of the Honorary Advisors of HETEROCYCLES (1975-1998),
has passed away on May 4, 2023 at the age of 97.
I deeply express my regret over his death.
Kunio Ogasawara
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May 11, 2023
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Paper | Regular issue | Vol 55, No. 1, 2001, pp.163-170
Published online, 1st January, 1970■ Fluorenyl Participated Ring Transformation of Urazoles to Triazinanediones
Published online, 1st January, 1970
DOI: 10.3987/COM-00-9087
■ Fluorenyl Participated Ring Transformation of Urazoles to Triazinanediones
Yong Gong,* Mark J. Bausch,* and Linhua Wang
*Department of Medicinal Chemistry, Aventis Pharmaceuticals, Route 202-206, P.O. Box 6800, Bridgewater, NJ 08807, U.S.A.
Abstract
Fluorenylation of 1,4-disubstituted urazole (1) with 9-bromofluorene affords corresponding fluorenylurazole (2) along with the rearrangement product triazinanedione (3). The ratio of two products is closely related to the acidity of starting urazole (1). Compound (2) can be transformed into 3 upon treated with potassium t-butoxide. A mechanism involving N-acylimine as ring opening intermediate is proposed. The dual roles of urazole anion (l-K) are discussed.
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