Cross-coupling reactions have developed widely and provided a powerful means to synthesize a variety of compounds in each chemical field. The compounds which have C--H bonds are widespread in fossil fuels, chemical ra...Cross-coupling reactions have developed widely and provided a powerful means to synthesize a variety of compounds in each chemical field. The compounds which have C--H bonds are widespread in fossil fuels, chemical raw materials, biologically active molecules, etc. Using these readily- available substances as substrates is high atom- and step-economy for cross-coupling reactions. Over the past decades, our research group focused on finding and developing new strategies for C--H functionalization. Compared with classical C--H activation methods, for example, C--H bonds are depro- tonated by strong base or converted into C--M bonds, oxidation-induced C--H functionalization would be another pathway for C--H bond activation. This perspective shows a brief introduction of our recent works in this oxidation-induced C--H functionalization. We categorized this approach of these C--H bond activations by the key intermediates, radical cations, radicals and cations.展开更多
An efficient and facile method for synthesis of 2-arylpyrroles through Rh(III)-catalyzed direct C--H arylation with pyrrole derivatives and aryl boronic acids has been developed. This reaction could proceed under mi...An efficient and facile method for synthesis of 2-arylpyrroles through Rh(III)-catalyzed direct C--H arylation with pyrrole derivatives and aryl boronic acids has been developed. This reaction could proceed under mild reaction conditions and afford a series of 2-arylated products in good to excellent yields. The gram-scale experiment has been conducted to demonstrate the synthetic potential of this methodology.展开更多
Catalytic direct functionalization of unreactive C--H bonds represents a sustainable and more atom economical transformation process. Porphyrin and pbthalocyanine derivatives show promising catalytic activities in dir...Catalytic direct functionalization of unreactive C--H bonds represents a sustainable and more atom economical transformation process. Porphyrin and pbthalocyanine derivatives show promising catalytic activities in direct C-- H arylation reactions. These reactions share a common C--C bond formation process via homolytic radical substi- tution. This review summarizes the catalytic direct C--H arylation reactions catalyzed by metalloporphyrins, free base porphyrins and free base phthalocyanines.展开更多
Aromatic sultones could be obtained by the palladium-catalyzed cyclization reaction of arylsulfonic acids with simple arenes. The reaction proceeds through sulfonic acid group-directed multiple C--H activations and in...Aromatic sultones could be obtained by the palladium-catalyzed cyclization reaction of arylsulfonic acids with simple arenes. The reaction proceeds through sulfonic acid group-directed multiple C--H activations and involves the cleavage of C--H and O--H bonds as well as the formation of C--C and C--O bonds. Our protocol provides a facile access to aromatic sultones.展开更多
The gem-difluoromethylenated acetonide 2 was efficiently synthesized as new precursor of HMG-CoA reduc- tase inhibitor. Straightforward olefination via Pd-catalyzed C4-H activation of 1,3,5-trisubstituted pyrazoles 1 ...The gem-difluoromethylenated acetonide 2 was efficiently synthesized as new precursor of HMG-CoA reduc- tase inhibitor. Straightforward olefination via Pd-catalyzed C4-H activation of 1,3,5-trisubstituted pyrazoles 1 was proceeded smoothly in the presence of Pd(OAc)2 and AgCO3. This protocol has merits in terms of the improved atomic economy and prevention from the generation of by-products.展开更多
基金This work was supported by the National Natural Science Foundation of China (21390402, 21520102003) and the Hubei Province Natural Science Foundation of China (2017CFA010). The Program of Introducing Talents of Discipline to Universities of China (111 Program) is also appreciated. Dedicated to Professor Xiyan Lu on the occasion of his 90th birthday.
文摘Cross-coupling reactions have developed widely and provided a powerful means to synthesize a variety of compounds in each chemical field. The compounds which have C--H bonds are widespread in fossil fuels, chemical raw materials, biologically active molecules, etc. Using these readily- available substances as substrates is high atom- and step-economy for cross-coupling reactions. Over the past decades, our research group focused on finding and developing new strategies for C--H functionalization. Compared with classical C--H activation methods, for example, C--H bonds are depro- tonated by strong base or converted into C--M bonds, oxidation-induced C--H functionalization would be another pathway for C--H bond activation. This perspective shows a brief introduction of our recent works in this oxidation-induced C--H functionalization. We categorized this approach of these C--H bond activations by the key intermediates, radical cations, radicals and cations.
基金We are grateful to the National Natural Science Foundation of China (No. 21302064) and Scientific Research Project of Hubei Provincial Department of Education (No. 2015231) for support of this research.
文摘An efficient and facile method for synthesis of 2-arylpyrroles through Rh(III)-catalyzed direct C--H arylation with pyrrole derivatives and aryl boronic acids has been developed. This reaction could proceed under mild reaction conditions and afford a series of 2-arylated products in good to excellent yields. The gram-scale experiment has been conducted to demonstrate the synthetic potential of this methodology.
文摘Catalytic direct functionalization of unreactive C--H bonds represents a sustainable and more atom economical transformation process. Porphyrin and pbthalocyanine derivatives show promising catalytic activities in direct C-- H arylation reactions. These reactions share a common C--C bond formation process via homolytic radical substi- tution. This review summarizes the catalytic direct C--H arylation reactions catalyzed by metalloporphyrins, free base porphyrins and free base phthalocyanines.
文摘Aromatic sultones could be obtained by the palladium-catalyzed cyclization reaction of arylsulfonic acids with simple arenes. The reaction proceeds through sulfonic acid group-directed multiple C--H activations and involves the cleavage of C--H and O--H bonds as well as the formation of C--C and C--O bonds. Our protocol provides a facile access to aromatic sultones.
基金supported by the National Natural Science Foundation of China (Nos. 20972050, 21172148 and 21202044) and the Science and Technology Commission of Shanghai Municipality (No. 10540501300).
文摘The gem-difluoromethylenated acetonide 2 was efficiently synthesized as new precursor of HMG-CoA reduc- tase inhibitor. Straightforward olefination via Pd-catalyzed C4-H activation of 1,3,5-trisubstituted pyrazoles 1 was proceeded smoothly in the presence of Pd(OAc)2 and AgCO3. This protocol has merits in terms of the improved atomic economy and prevention from the generation of by-products.