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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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Communication | Special issue | Vol 90, No. 1, 2015, pp.157-162
Published online, 16th July, 2014
Published online, 16th July, 2014
DOI: 10.3987/COM-14-S(K)48
■ Tandem [4+2] Cycloaddition/Aromatization Sequence of Allenyl 2-Bromo-3-vinylcyclohex-2-enyl Thioether to Naphtho[1,8-bc]thiophene
Noriyuki Hatae,* Aiichirou Kaji, Chiaki Okada, and Eiko Toyota
*Faculty of Pharmaceutical Sciences, Health Sciences University of Hokkaido, Ishikari-Tobetsu, Hokkaido 061-0293, Japan
Abstract
A concise synthetic route of tetrahydro-3H-naphtho[1,8-bc]thiophene was developed. Allenyl 2-bromo-3-vinylcyclohex-2-enyl thioether underwent a tandem [4+2] cycloaddition/aromatization sequence to produce the naphthothiophene with high yield. A density functional study for the transition and reaction enthalpies was performed to elucidate the details of the reaction.
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