Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 87, Issue 17, Pages 11491-11502Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.2c01090
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Funding
- National Natural Science Foundation of China [21871035, 21502013]
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A convenient synthesis method for methylene-bridged pyrrolo[2,1-a]isoquinolines has been developed, yielding bispyrroloisoquinolylmethanes and bispyrrolylmethanes in good yields. This synthesis method also allows for easy chemical transformation of the methylene-bridged pyrroloisoquinoline, providing unsymmetric acids and amides with a privileged framework.
A convenient synthesis of methylene-bridged pyrrolo[2,1-a]isoquinolines has been developed. Treatment of pyrroloisoquinolines with acetyl chloride and dimethylsulfoxide (DMSO) at ambient temperature afforded bispyrroloisoquinolylmethanes in 17-85% yields. This reaction system can also be expanded to the synthesis of bispyrrolylmethanes (34-94% yields). Easy chemical transformation of methylene-bridged pyrroloisoquinoline provided an unsymmetric acid and amide possessing a privileged framework.
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