期刊
ACS CATALYSIS
卷 7, 期 11, 页码 7623-7628出版社
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.7b02347
关键词
Negishi coupling nickel catalyst; aryl sulfoxide; arylzinc; alkanesulfenate anion
资金
- JSPS KAKENHI, Japan [JP16H01019, JP16H04109, JP16H06887]
- JST ACT-C Grant, Japan [JPMJCR12ZE]
- Japan Association for Chemical Innovation
- Tokuyama Science Foundation
- Naito Foundation
- JSPS Predoctoral Fellowship
- Grants-in-Aid for Scientific Research [16H06887, 16H01019, 16J11522] Funding Source: KAKEN
Nickel-catalyzed Negishi-type cross-coupling of aryl methyl sulfoxides with arylzinc reagents has been developed. By consuming the catalyst-oxidizing methanesulfenate anion through oxidative homocoupling of the arylzinc reagent, smooth catalyst turnover could be executed. Arylzinc reagents prepared from arylmagnesium bromide, zinc bromide, and lithium bromide were optimal to afford the products in good to high yields, while arylzinc reagents prepared through other procedures showed lower reactivities. The reactivity of aryl methyl sulfoxide was compared with that of typical aryl (pseudo)halides.
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