期刊
CHEMICAL COMMUNICATIONS
卷 58, 期 21, 页码 3481-3484出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/d2cc00257d
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A method using pyridone as a directing group to functionalize the arene ring of pirfenidone has been demonstrated. The alkenylation of the N-aryl ring of pirfenidone with internal alkynes using a ruthenium catalyst enables the synthesis of new drug analogues in a step-economical manner, due to its high functional group tolerance and site-selective functionalization.
A method to functionalize the arene ring of pirfenidone has been demonstrated using pyridone as a directing group. Unlike the functionalization of the pyridone nucleus, the method demonstrated here is the alkenylation of the N-aryl ring of pirfenidone with internal alkynes using ruthenium catalyst. High functional group tolerance, simple reaction conditions and site-selective functionalization permit the synthesis of new analogues of drugs in a step-economical manner. The data of the control experiments suggest the possibilities of a base-assisted internal electrophilic substitution (BIES) pathway.
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