PPTS‐Catalyzed Bicyclization Reaction of 2‐Isocyanobenzaldehydes with Various Amines: Synthesis of Diverse Fused Quinazolines

A PPTS (pyridinium p‐toluenesulfonate)‐catalyzed bicyclization reaction of 2‐isocyanobenzaldehydes as 1,5‐dielectrophiles with various amines has been developed. The reaction not only provides a simple and efficient strategy for the assembly of structurally diverse fused quinazoline derivatives from...

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Bibliographic Details
Published in:Advanced synthesis & catalysis 2021-03, Vol.363 (7), p.1923-1929
Main Authors: Meng, Xiang‐He, Wu, Dan‐Ni, Zhang, Yu‐Jia, Zhao, Yu‐Long
Format: Article
Language:English
Subjects:
2-Isocyanobenzaldehydes
Amines
Bicyclization
Fused quinazolines
PPTS
Substrates
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Summary:A PPTS (pyridinium p‐toluenesulfonate)‐catalyzed bicyclization reaction of 2‐isocyanobenzaldehydes as 1,5‐dielectrophiles with various amines has been developed. The reaction not only provides a simple and efficient strategy for the assembly of structurally diverse fused quinazoline derivatives from readily available substrates under metal‐free and mild conditions in a single step with only water and hydrogen as the by‐products, but also opens the way to the application of o‐formyl arylisocyanides in the synthesis of nitrogen‐containing heterocycles.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.202001512