Tandem carbon-carbon bond-forming radical addition-cyclization reaction of oxime ether and hydrazone

H Miyabe, M Ueda, K Fujii, A Nishimura…

Index: Miyabe, Hideto; Ueda, Masafumi; Fujii, Kayoko; Nishimura, Azusa; Naito, Takeaki Journal of Organic Chemistry, 2003 , vol. 68, # 14 p. 5618 - 5626

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Citation Number: 66

Abstract

The novel tandem radical addition-cyclization of oxime ethers and hydrazones intramolecularly connected with the α, β-unsaturated carbonyl group is described. The radical reaction of oxime ethers 1, 2, and 4 connected with acryloyl and methacryloyl moieties proceeded smoothly to give the heterocycles via a tandem CC bond-forming process. The tandem reaction of hydrazone 5 took place in the presence of Zn (OTf) 2 as a ...