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2014 Fiscal Year Final Research Report

Iodocyclization of ynamides

Research Project

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Project/Area Number 24590038
Research Category

Grant-in-Aid for Scientific Research (C)

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

Principal Investigator

TAKASHI Okitsu  神戸薬科大学, 薬学部, 講師 (50441209)

Project Period (FY) 2012-04-01 – 2015-03-31
Keywordsイナミド / 環化反応 / ヨウ素 / 複素環
Outline of Final Research Achievements

Ynamides are useful synthons because they exhibit high reactivity toward electrophiles and can be adapted to asymmetric reactions if ynamides are chiral. Therefore, I have developed the iodocyclization of ynamides: for examples, benzofuran synthesis was achieved within three seconds in milder reaction conditions than using normal alkynes. In addition, 6-endo type iodocyclization of homopropargylic hydrazides as substrates proceeded by using ynamides to afford dihydropyridazines. Furthermore, tandem dearomative iodocyclization/ Diels-Alder reaction and polyene cyclization using chiral ynamides were demonstrated in diastereoselective manner to obtain optically active spiro rings and tricyclic skeletons.

Free Research Field

有機化学

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Published: 2016-06-03  

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