Oxidation of 4??chromanones with thallium (III) nitrate

PG Ciattini, E Morera, G Ortar

Index: Ciattini, Pier Giuseppe; Morera, Enrico; Ortar, Giorgio Journal of Heterocyclic Chemistry, 1982 , vol. 19, p. 395 - 400

Full Text: HTML

Citation Number: 14

Abstract

Abstract Treatment of 4-chromanones 1a-g with thallium (III) nitrate in acidic methanol results mainly in dehydrogenation, whereas α-methoxylation and/or Taylor-McKillop rearrangement predominate in trimethyl orthoformate. The mechanistic features of these oxidations are briefly discussed.

~77%

~10%

Detail

~63%

~64%

~58%

~57%

Detail

~26%

~27%

Detail

~17%

~64%

~64%

Microwave assisted synthesis of 1-aryl-3-dimethylaminoprop-2...

[Pleier; Glas; Grosche; Sirsch; Thiel Synthesis, 2001 , # 1 p. 55 - 62]

Intermolecular C–O addition of carboxylic acids to arynes: s...

[Dubrovskiy, Anton V.; Larock, Richard C. Tetrahedron, 2013 , vol. 69, # 13 p. 2789 - 2798]

Routes of spiroacetals derived from chroman-4-one

[Cremins, Peter J.; Wallace, Timothy W. Journal of the Chemical Society, Chemical Communications, 1986 , # 21 p. 1602 - 1603]

Some novel aspects of regioselectivity in 1, 3 dipolar cyclo...

[Baruah, Arpan K.; Prajapati, Dipak; Sandhu, Jagir S. Tetrahedron, 1988 , vol. 44, # 19 p. 6137 - 6142]

Efficient synthesis of ratiometric fluorescent nucleosides f...

[Spadafora, Marie; Postupalenko, Victoria Y.; Shvadchak, Volodymyr V.; Klymchenko, Andrey S.; Mely, Yves; Burger, Alain; Benhida, Rachid Tetrahedron, 2009 , vol. 65, # 37 p. 7809 - 7816]