scholarly journals Ni-catalyzed cross-electrophile coupling between vinyl/aryl and alkyl sulfonates: synthesis of cycloalkenes and modification of peptides

2019 ◽  
Vol 10 (37) ◽  
pp. 8706-8712 ◽  
Author(s):  
Jicheng Duan ◽  
Yun-Fei Du ◽  
Xiaobo Pang ◽  
Xing-Zhong Shu
Keyword(s):  
Late Stage ◽  
Reductive Coupling ◽  
Efficient Approach ◽  
Alkyl Sulfonates

We report a reductive coupling between C–O electrophiles, providing an efficient approach to the synthesis of aliphatic cycloalkenes and late-stage modification of peptides.

Palladium-Catalyzed Cross-Coupling Reactions of 4-Tosyl­oxyquinazolines with Indoles: An Efficient Approach to 4-(1H-Indol-1-yl)quinazolines

Synthesis ◽  
2020 ◽  
Vol 53 (02) ◽  
pp. 383-390 ◽  
Author(s):  
Yiyuan Peng ◽  
Xinglin Ye ◽  
Jian Huang ◽  
Zhihong Deng ◽  
Jianjun Yuan
Keyword(s):  
Late Stage ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Indole Derivatives ◽  
Reaction Conditions ◽  
Efficient Approach ◽  
Cross Coupling Reactions ◽  
Palladium Catalyzed

In this paper, exploration of our continuous interests on late-stage derivation of quinozaline core is described. A wide array of 4-(1H-indol-1-yl)quinazolines were obtained in good to excellent yields through palladium-catalyzed cross-coupling of 4-tosyloxyquinazolines with indole derivatives under mild reaction conditions.

Desulfonylative Arylation of Redox-Active Alkyl Sulfones with Aryl Bromides

2019 ◽  
Author(s):  
Jonathan Hughes ◽  
Patrick Fier
Keyword(s):  
Late Stage ◽  
Functional Group ◽  
Practical Method ◽  
Coupling Reactions ◽  
Reductive Coupling ◽  
Aromatic Rings ◽  
Aryl Bromides ◽  
Redox Active ◽  
Alkyl Electrophiles

Herein we describe the development of the first reductive cross-electrophile coupling between alkyl sulfones and aryl bromides. The use of alkyl sulfones as coupling partners offers strategic advantages over other alkyl electrophiles used in reductive coupling reactions, as the sulfone moiety can be incorporated into molecules in unique ways and permits α-functionalization prior to coupling. The conditions developed here can be applied to incorporate a wide array of aromatic rings onto (fluoro)alkyl scaffolds with broad functional group tolerance and generality, making this a practical method for late-stage diversification.

Desulfonylative Arylation of Redox-Active Alkyl Sulfones with Aryl Bromides

2019 ◽  
Author(s):  
Jonathan Hughes ◽  
Patrick Fier
Keyword(s):  
Late Stage ◽  
Functional Group ◽  
Practical Method ◽  
Coupling Reactions ◽  
Reductive Coupling ◽  
Aromatic Rings ◽  
Aryl Bromides ◽  
Redox Active ◽  
Alkyl Electrophiles

Herein we describe the development of the first reductive cross-electrophile coupling between alkyl sulfones and aryl bromides. The use of alkyl sulfones as coupling partners offers strategic advantages over other alkyl electrophiles used in reductive coupling reactions, as the sulfone moiety can be incorporated into molecules in unique ways and permits α-functionalization prior to coupling. The conditions developed here can be applied to incorporate a wide array of aromatic rings onto (fluoro)alkyl scaffolds with broad functional group tolerance and generality, making this a practical method for late-stage diversification.

Sign in / Sign up

Export Citation Format

Share Document