Nickel-catalyzed coupling reaction of lithium organoborates and aryl mesylates possessing an electron withdrawing group

In the presence of NiCl 2(PPh 3) 2 as catalyst, p-methoxycarbonylphenyl mesylate ( 5) and tosylate ( 6) react with lithium arylborates 4 (Ar = 2-furyl, Ph, p-Me-Ph; p-Me-Ph) at room temperature to afford the coupling products in high yields. Similarly, mesylates 9–11 coupled with these borates 4 eff...

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Bibliographic Details
Published inTetrahedron letters Vol. 37; no. 47; pp. 8531 - 8534
Main Authors Kobayashi, Yuichi, Mizojiri, Ryo
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 18.11.1996
Elsevier
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
BORONIC ACIDS
VINYL
HALIDES
PALLADIUM
2-ARYLFURANS
HIGHLY EFFICIENT
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Summary:In the presence of NiCl 2(PPh 3) 2 as catalyst, p-methoxycarbonylphenyl mesylate ( 5) and tosylate ( 6) react with lithium arylborates 4 (Ar = 2-furyl, Ph, p-Me-Ph; p-Me-Ph) at room temperature to afford the coupling products in high yields. Similarly, mesylates 9–11 coupled with these borates 4 efficiently. Coupling of aryl mesylates and tosylates, which possess electron withdrawing groups R 1, with the arylborates of type 4 in the presence of NiCl 2(PPh 3) 2 is described.
ISSN:0040-4039
1873-3581
DOI:10.1016/0040-4039(96)01984-3