Synthesis of the thia‐analog of angustidine, angustoline, naucléfine and nauéletine | Zendy

Shafiee A. | Zendy; Rashidbaigi A. | Zendy

AI Assistant Blog Pricing

Home ZAIA Blog

Premium

Synthesis of the thia‐analog of angustidine, angustoline, naucléfine and nauéletine

Author(s) -

Shafiee A.,

Rashidbaigi A.

Publication year - 1977

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570140805

Subject(s) - chemistry , pyridine , sodium hydride , medicinal chemistry , condensation , stereochemistry , thermodynamics , physics

Condensation of 1‐methyl‐3,4‐dihydrobenzo[ b ]thieno[2,3‐ c ]pyridine ( 6 ) with nicotinic acid in the presence of ynamine ( 12 ) gave 2‐nicotinyl‐1,2,3,4‐tetrahydro‐1‐methylenebenzo[ 6 ]thicno‐|2,3‐ c ]pyridine ( 13 ). Photocyclization of the enamide ( 13 ) afforded thia‐analog of naueléfine ( 15 ). Thia‐analogs of angustidine ( 19 ), and nauclétine ( 27 ) were prepared similary through photocyclization of the enamides 18 and 26 , respectively. Reduction of 27 with sodium boro‐hydride gave thia‐analog of angustoline ( 29 ).

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research