Visible light photooxidative cyclization of amino alcohols to 1, 3-oxazines

CL Mathis, BM Gist, CK Frederickson, KM Midkiff…

Index: Mathis, Cheryl L.; Gist, Brandi M.; Frederickson, Conerd K.; Midkiff, Katie M.; Marvin, Christopher C. Tetrahedron Letters, 2013 , vol. 54, # 16 p. 2101 - 2104

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Citation Number: 26

Abstract

1, 3-Amino alcohols were prepared to examine how structure affects the oxidation of tertiary amines in visible light photocatalysis. These substrates were cyclized to produce oxazines following the photooxidative formation of iminium ions using catalytic Ru (bpy) 3Cl2. Amino alcohol derivatives of tetrahydroisoquinoline, tetrahydroquinoline, pyrrolidine, and Δ3- piperidine all were found to be viable substrates. In the case of the unsaturated ...

Electrooxidative cyclization of hydroquinolyl alcohols, hydroquinolylamines, and dimethyl aminomalonates

[Okimoto, Mitsuhiro; Yoshida, Takashi; Hoshi, Masayuki; Hattori, Kazuyuki; Komata, Masashi; Numata, Kaori; Tomozawa, Kenta Australian Journal of Chemistry, 2007 , vol. 60, # 4 p. 236 - 242]

On hydroboration of 2-allyl-1, 2, 3, 4-tetrahydroisoquinoline

[Ferles, Miloslav; Kafka, Stanislav Collection of Czechoslovak Chemical Communications, 1983 , vol. 48, # 4 p. 1068 - 1073]

The synthesis of some alcohols derived from 1, 2, 3, 4-tetrahydroisoquinoline and from 1, 2, 3, 4-tetrahydroquinoline

[Ferles, Miloslav; Silhankova, Alexandra; Kafka, Stanislav; Taufmann, Petr; Motacek, Tomas Collection of Czechoslovak Chemical Communications, 1983 , vol. 48, # l p. 1759 - 1764]