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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 38, No. 2, 1994, pp.297-303
Published online, 1st January, 1970■ Cyclocondensation of β-Oxonitriles with Ketones or Aldehydes
Published online, 1st January, 1970
DOI: 10.3987/COM-93-6536
■ Cyclocondensation of β-Oxonitriles with Ketones or Aldehydes
Jean-François Stambach,* Louis Jung, and Raymond Hug
*Laboratoire de Chimie Thérapeutique, U.F.R. des Sciences Pharmaceutiques, Université Louis Pasteur, 74, route du Rhin, BP 24, 67401 ILLKIRCH Cedex, France
Abstract
β-Oxonitriles (1) are easily condensed with cyclic ketones (2a-e) in anhydrous strong acidic conditions to give 1-oxa-5-azaspiro[5.5]undec-2-en-4-ones (3a-e). In the same manner acyclic ketones (2f,g) or aldehydes (2h,i) afford 2,3-dihydro-4H-1,3-oxazin-4-ones (3f-i). The mechanism of this cyclocondensation is discusssed.
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