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Rh-catalyzed transient directing group Promoted C-H Amidation of Benzaldehydes Utilizing Dioxazolones

Chinese Journal of Chemistry 2018年第3期36卷 213-216页

作者： Xiaoyang Wang Song Song Ning Jiao State Key Laboratory of Natural and Biomimetic Drugs School of Pharmaceutical Sciences Peking University Xue Yuan Rd. 38 Beijing 200192 China State Key Laboratory of Organometallic Chemistry Chinese Academy of Sciences Shanghai 200032 China

Transition-metal catalyzed C--H functionalization of benzaldehydes is of great interest in organic synthesis. Herein, we developed a transient directing group assisted amidation of benzaldehydes catalyzed by rhodium catalyst. With the employment of 10 mol% of 4-trifluoromethyl aniline, the in situ generated imine groups as the directing group efficiently enable this transformation. By using this protocol, a wide range of benzaldehydes were efficiently converted into the corresponding N-（2-formylphenyl）benzamides utilizing dioxazolones as the nitrogen source.

关键词： amidation benzaldehydes rhodium C--H functionalization transient directing group

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Palladium-catalyzed ortho-C–H silylation of biaryl aldehydes using a transient directing group

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Science China Chemistry 2020年第7期63卷 875-880页

作者： Yong-Jie Wu Qi-Jun Yao Hao-Ming Chen Gang Liao Bing-Feng Shi Department of Chemistry Zhejiang University Hangzhou 310027China School of Chemical&Environmental Engineering Wuyi UniversityJiangmen 529020China

A strategy for Pd-catalyzed ortho-C–H silylation of biaryl aldehydes enabled by a transient auxiliary is presented. This protocol provides a broad range of ortho-silylated biaryl aldehydes in good yields. The silyl moiety can be further functionalized under mild conditions, rendering the silylated products useful building blocks. Notably, this protocol also offers an opportunity to establish a platform for expeditious synthesis of structurally diverse axially chiral biaryl aldehydes via sequential atroposelective interannular C–H functionalization/intraanular C–H silylation.

关键词： transient directing group palladium biaryl aldehydes C-H silylation

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Nano palladium catalyzed C(sp^(3))-H bonds arylation by a transient directing strategy

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Chinese Chemical Letters 2021年第1期32卷 465-469页

作者： Jianxia Chen Chaolumen Bai Hongpeng Ma Dan Liu Yong-Sheng Bao College of Chemistry and Environmental Science Inner Mongolia Key Laboratory of Green CatalysisInner Mongolia Normal UniversityHohhot 010022China

Reported herein is the first example of heterogeneous palladium catalyzed C(sp^(3))-H bonds arylation by a transient-ligand-directed strategy.Using supported palladium(metallic state) na nopariticles as catalyst,a wide range of aryl iodides undergo the coupling with various o-methylbenzaldehyde derivatives to assemble a library of highly selective and functionalized o-benzylbenzaldehydes.The stability of the catalyst was easily recovered four runs without significant loss of activity.The XPS analysis of the catalyst before and after reaction indicated that the reaction might be carried out by a catalytic cycle starting with Pd~0.

关键词： C(sp^(3))-H functionalization transient directing group Palladium Nanoparticles catalyst Arylation

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Ortho-C（sp~2）-H Functionalizations of Benzaldehydes using TDG

Ortho-C（sp~2）-H Functionalizations of Benzaldehydes using ...

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中国化学会第十三届全国有机合成化学学术研讨会

作者： Hu Yan Liu Xi-Hai Zhang Fang-Lin Department School of Chemistry Chemical Engineering and Life SciencesWuhan University of Technology

More recently,Yu group disclosed the first Pd-catalyzed C（sp3）-H functionalization of aldehydes and ketones using transient directing group（TDG） strategy.Herein,we report a diverse series of ortho-C（sp2）-H functionalization reactions of benzaldehydes using transient directing group strategy.This approach allows a site-selective formation of C（sp2）-Cl,C（sp2）-Br bonds in the presence of stronger directing groups such as amides,carbamates,and heterocycles.

关键词： transient directing group benzaldehydes C-H functionalization site-selective

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