Journal
ORGANIC LETTERS
Volume 17, Issue 21, Pages 5392-5395Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b02742
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Funding
- MEXT [25105718]
- JSPS
- Grants-in-Aid for Scientific Research [25105718, 15J05711] Funding Source: KAKEN
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A direct C-H bond arylation method for thienyl thioamides catalyzed by [Pd(phen)(2)](PF6)(2) was developed. This reaction selectively afforded 2-monoarylated products, while the corresponding amide thiophene derivatives furnished 2,5-diarylated products. Mechanistic studies revealed that a Pd(II)-bisthioamide complex should be the active species for the reaction of thienyl thioamides in the presence of catalytic amounts of [Pd(phen)(2)](PF6)(2). Similar to the reaction with amides, the reaction with thioamides selectively generated the 2,5-diarylated products when a preformed Pd(phen)PhI complex was used.
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