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2017 Fiscal Year Final Research Report

New development of cycloaddition reactions using cyclobutanones

Research Project

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Project/Area Number 15K07855
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Chemical pharmacy
Research InstitutionKanazawa University

Principal Investigator

Matsuo Jun-ichi  金沢大学, 薬学系, 教授 (50328580)

Co-Investigator(Renkei-kenkyūsha) YOSHIMURA Tomoyuki  金沢大学, 医薬保健研究域薬学系, 准教授 (20432320)
Project Period (FY) 2015-04-01 – 2018-03-31
Keywordsシクロブタノン / 付加環化
Outline of Final Research Achievements

1,4-Zwitterionic intermediates which were generated by activation of 3-ethoxycyclobutanones with an appropriate Lewis acid reacted with azobenzenes, quinolines, isoquinolines, ynamides, nitrosobenzenes, and reactive alkynes gave the corresponding 6-membered cyclic compounds by formal [4+2] cycloaddition reactions. A zwitterionic intermediate generated from 3-phenylcyclobutanones reacted aromatics to afford Friedel-Crafts adducts. Also, an adduct between 1,4-ketoaldehyde and tosylhydrazine rected with nucleophiles under activation with a Lewis acid to give dihydropyridazines.

Free Research Field

有機合成化学

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Published: 2019-03-29  

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