142256-62-0Relevant articles and documents
Sterically Hindered Ketones via Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling of Amides by N-C(O) Activation
Liu, Chengwei,Lalancette, Roger,Szostak, Roman,Szostak, Michal
supporting information, p. 7976 - 7981 (2019/10/10)
Herein, we report a new protocol for the synthesis of sterically hindered ketones that proceeds via palladium-catalyzed Suzuki-Miyaura cross-coupling of unconventional amide electrophiles by selective N-C(O) activation. Mechanistic studies demonstrate that steric bulk on the amide has a major impact, which is opposite to the traditional Suzuki-Miyaura cross-coupling of sterically hindered aryl halides. Structural and computational studies provide insight into ground-state distortion of sterically hindered amides and show that ortho-substitution alleviates the N-C(O) bond twist.
Synthesis of diaryl ketones via a phosphine-free Fukuyama reaction
Kunchithapatham, Kamala,Eichman, Chad C.,Stambuli, James P.
, p. 12679 - 12681 (2012/01/05)
The synthesis of unsymmetrical diaryl ketones via the Fukuyama coupling of thioesters and organozinc reagents is described. Typically, the synthesis of diaryl ketones using this methodology provides low yields. The simple complex, Pd(dba)2, was found to convert a variety of aryl thioesters to diaryl ketones in good yields. The Royal Society of Chemistry 2011.
A new synthesis of 3-isochromanone derivatives based on the reaction of o-acylbenzyllithiums with ethyl chloroformate
Kobayashi,Mannami,Kawakita,Tokimatsu,Konishi
, p. 582 - 585 (2007/10/02)
A new method for the preparation of 3-isochromanone derivatives is reported. The method consists of the ethoxycarbonylation of o-acylbenzyllithiums with ethyl chloroformate and the subsequent NaBH4 reduction of the resulting o-acylphenylacetic
