Zipper-mode double C-H activation: Palladium-catalyzed direct construction of highly-fused heterocyclic systems

Organic Letters

Volumn 9, Issue 23, 2007, Pages 4813-4815

  Ohno, Hiroaki ^a   Iuchi, Mutsumi ^a   Fujii, Nobutaka ^a   Tanaka, Tetsuaki ^a  

^a NONE

Author keywords

[No Author keywords available]

Indexed keywords

CARBON; HETEROCYCLIC COMPOUND; HYDROGEN; PALLADIUM;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; SYNTHESIS;

CARBON; CATALYSIS; HETEROCYCLIC COMPOUNDS; HYDROGEN; MOLECULAR STRUCTURE; PALLADIUM;

EID: 36349032389     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol702141r     Document Type: Article

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29. 4 (25 mol %) afforded 7a in lower yield (46%) as well as monocyclized compound 8a (16%).
30. 4NI led to complete recovery of the starting material.
31. The arylation of heteroaromatic C-H bonds shown in entries 5-7 can be considered as a Heck-type reaction, see ref 10e.
32. The rest of the material was a complex mixture of many products which was difficult to analyze. Accordingly, formation of a small amount of side products generated by the first cyclization at the less hindered position cannot be ruled out.