Synthesis of Triarylpyridines in Thiopeptide Antibiotics by Using a C-H Arylation/Ring-Transformation Strategy.
Chemistry
; 22(13): 4384-8, 2016 Mar 18.
Article
in En
| MEDLINE
| ID: mdl-26833497
ABSTRACT
We have described a C-H arylation/ring-transformation strategy for the synthesis of triarylpyridines, which form the core structure of thiopeptide antibiotics. This synthetic method readily gave 2,3,6-triarylpyridines in a regioselective manner by a two-phase approach:
C-H arylation (a nickel-catalyzed decarbonylative Suzuki-Miyaura cross-coupling and decarbonylative C-H coupling for the synthesis of 2,4-diaryloxazoles) and ring transformation ([4+2] cycloaddition of 2,4-diaryloxazoles with (hetero)arylacrylic acids). To showcase these methods, we have accomplished the formal synthesis of thiopeptide antibiotics GE2270 s and amythiamicins.Key words
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Main subject:
Peptides
/
Peptides, Cyclic
/
Pyridines
/
Thiazoles
/
Anti-Bacterial Agents
/
Nickel
Language:
En
Journal:
Chemistry
Journal subject:
QUIMICA
Year:
2016
Document type:
Article
Affiliation country:
Japan