Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 77, Issue 6, Pages 2885-2892Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo3001194
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Funding
- NSF [DMR-1066116, DMS-0935165]
- P. Roy Vagelos Chair at Penn
- Direct For Mathematical & Physical Scien
- Division Of Materials Research [1066116] Funding Source: National Science Foundation
- Direct For Mathematical & Physical Scien
- Division Of Mathematical Sciences [0935165] Funding Source: National Science Foundation
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trans-Chloro(1-naphthyl)bis(triphenylphosphine)nickel-(II) complex/PCy3 system has been successfully applied as catalyst for the Suzuki-Miyaura cross-coupling of aryl and heteroaryl neopentylglycolboronates with aryl and heteroaryl mesylates and sulfamates in THF at room temperature. This cross-coupling reaction tolerates various functional groups, including keto, imino, ester, ether, and cyano. Together with the nickel-catalyzed, one-pot, two-step neopentylglycolborylation, this bench stable and inexpensive Ni(II)-based catalyst can be utilized as an alternative to Ni(COD)(2)/PCy3 to provide an inexpensive, robust, and convenient synthesis of biaryl and heterobiaryl compounds.
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