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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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Short Paper | Regular issue | Vol 102, No. 4, 2021, pp.723-730
Published online, 8th February, 2021
Published online, 8th February, 2021
DOI: 10.3987/COM-21-14404
■ Catalytic and Diastereoselective Cascade Reaction for the Preparation of cis-1,3-Disubstituted Isoindoline-Aminal Hybrid Compounds
Tetsuya Tsujihara,* Takeyuki Suzuki, and Tomikazu Kawano*
*School of Pharmacy, Iwate Medical University, 1-1-1 Idaidori, Yahaba, Iwate 028-3694, Japan
Abstract
A convenient and catalytic method for the diastereoselective construction of cis-1,3-disubstituted isoindoline skeletons is described. In the presence of 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene as a base catalyst and under mild conditions, the direct aminalization of N-protected imines bearing a Michael acceptor using the aniline derivatives and the subsequent intramolecular aza-Michael reaction proceeded successfully in a short reaction time. A series of cis-1,3-disubstituted isoindoline-aminal hybrid compounds are obtained in moderate to good yield (44%–93%) with complete diastereocontrol.
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