244640-37-7Relevant articles and documents
Palladium-Catalyzed Direct Oxidative Coupling of Iodoarenes with Primary Alcohols Leading to Ketones: Application to the Synthesis of Benzofuranones and Indenones
Suchand, Basuli,Sreenivasulu, Chinnabattigalla,Satyanarayana, Gedu
, p. 4832 - 4843 (2019/07/31)
In the present study, a palladium-catalyzed direct oxidative acylation through cross-dehydrogenative coupling has been investigated, utilizing readily available primary alcohols as acylating sources. Overall, this oxidative coupling proceeds via three distinct transformations such as oxidation, radical formation, and cross-coupling in one catalytic process. This protocol does not involve the assistance of a directing group or activation of the carbonyl group by any other means. Furthermore, this reaction made use of no toxic CO gas as carbonylating agent; instead, feedstock primary alcohols have been utilized as acylation source. Notably, the synthesis of benzofuranones and indenones is enabled. This strategy was also applied to the synthesis of n-butylphthalide, fenofibrate, pitofenone, and neo-lignan.
Iodine-promoted oxidative conversion of o-vinyl diaryl ketones into o-acetyl diaryl ketones, synthesis of 1-methyl-4-arylphthalazines as analogues of podophyllotoxin
Harikrishna, Kommidi,Mukkamala, Ramesh,Hinkelmann, Bettina,Sasse, Florenz,Aidhen, Indrapal Singh
, p. 1066 - 1075 (2015/10/05)
A new method is described for the metal-free oxidation of o-vinyl diaryl ketones in the presence of molecular iodine or N-iodosuccinimide to give o-acetyl diaryl ketones. This transformation involves the initial formation of an iodohydrin, and the o-carbo
Pd-catalyzed ortho-C-H acylation/cross coupling of aryl ketone O-methyl oximes with aldehydes using tert-butyl hydroperoxide as oxidant
Chan, Chun-Wo,Zhou, Zhongyuan,Chan, Albert S. C.,Yu, Wing-Yiu
supporting information; experimental part, p. 3926 - 3929 (2010/11/19)
A Pd-catalyzed protocol for direct C-H bond acylation by cross coupling of aryl ketone oximes and aldehydes using tert-butyl hydroperoxide (TBHP) as oxidant was developed. With oximes as a directing group for the C-H activation, the coupling with aldehydes was achieved with remarkable regioselectivity. The acylation reactions exhibit excellent functional group tolerance, and both aliphatic and heteroaromatic aldehydes can be effectively coupled to the oximes.