A Facile Synthesis of [1]Benzopyrano[4,3‐ b ]pyridin‐5‐ones | Zendy

Ivano Ivo C. | Zendy; Karagiosov Stoyan K. | Zendy; Simeonov Mario F. | Zendy

AI Assistant Blog Pricing

Home ZAIA Blog

Premium

A Facile Synthesis of [1]Benzopyrano[4,3‐ b ]pyridin‐5‐ones

Author(s) -

Ivano Ivo C.,

Karagiosov Stoyan K.,

Simeonov Mario F.

Publication year - 1992

Publication title -

liebigs annalen der chemie

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 0170-2041

DOI - 10.1002/jlac.199219920138

Subject(s) - formylation , chemistry , piperidine , condensation , medicinal chemistry , stereochemistry , organic chemistry , catalysis , physics , thermodynamics

The title compounds 5a ‐ c and 7a ‐ m have been prepared by Vilsmeier formylation of 4‐aminocoumarins 1 yielding aldehydes 2 , and subsequent condensation of 2 with C‐H acids in the presence of piperidine. This condensation probably proceeds via the intermediate ylidenemalonic esters 4 . By means of detailed 1 H‐ and 13 C‐NMR studies a Dimroth‐type rearrangement of intermediates 6f ‐ m has been found to take place in the course of the formation of products 7f‐m .

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research