An improved method for the synthesis of. alpha.-diazo ketones

RL Danheiser, RF Miller, RG Brisbois…

Index: Danheiser, Rick L.; Miller, Raymond F.; Brisbois, Ronald G.; Park, Saung Z. Journal of Organic Chemistry, 1990 , vol. 55, # 6 p. 1959 - 1964

Full Text: HTML

Citation Number: 196

Abstract

Harvard University, 1987. However, we have thus far been unable to achieve efficient diazo transfer to ketone enolates employing these conditions. For example, exposure of the lithium enolate of acetophenone to 1.2 equiv of PNBSA in THF at-78 OC for 15 min gave a- diazoacetophenone in only 21% yield.

Related Articles:

Safe and reliable synthesis of diazoketones and quinoxalines in a continuous flow reactor

[Martin, Laetitia J.; Marzinzik, Andreas L.; Ley, Steven V.; Baxendale, Ian R. Organic Letters, 2011 , vol. 13, # 2 p. 320 - 323]

Trimethylsilyldiazomethane in the preparation of diazoketones via mixed anhydride and coupling reagent methods: a new approach to the Arndt–Eistert synthesis

[Cesar, Jozko; Sollner Dolenc, Marija Tetrahedron Letters, 2001 , vol. 42, # 40 p. 7099 - 7102]

Photoreactions of α-sulfonyloxyketones

[Charlton, James Leslie.; Lai, Hoi Kiong.; Lypka, Gerald Nicholas Canadian Journal of Chemistry, 1980 , vol. 58, p. 458 - 462]

Photoreactions of α-sulfonyloxyketones

[Charlton, James Leslie.; Lai, Hoi Kiong.; Lypka, Gerald Nicholas Canadian Journal of Chemistry, 1980 , vol. 58, p. 458 - 462]

More Articles...