In:
Zeitschrift für Naturforschung B, Walter de Gruyter GmbH, Vol. 71, No. 6 ( 2016-6-1), p. 643-650
Abstract:
The anion of N -phenylsydnone, which can be generated on treatment of N -phenylsydnone with cyanomethyllithium without decomposition, can be represented as tripolar zwitterionic and as anionic N-heterocyclic carbene resonance forms. Its palladium complex was prepared from 4-bromo-3-phenylsydnone and tetrakis(triphenylphosphine)palladium and proved to be active as catalyst in Suzuki-Miyaura reactions. Thus, 2,5-dibromo-3,4-dinitrothiophene was effectively converted into 2,5-diaryl-3,4-dinitrothiophenes with 1-naphthyl, (4-trifluoromethoxy)phenyl, [4-(methylsulfanyl)phenyl], and biphenyl-4-yl boronic acid. 3-(Phenanthren-9-yl)quinoline was prepared by Suzuki-Miyaura reaction starting from 3-bromoquinoline. 1-Chloro-2,4-dinitrobenzene cross-coupled with phenyl boronic acid, 1-naphthyl boronic acid, 9-phenanthryl boronic acid. 4-Bromobenzylic alcohol gave (4-isopropylphenyl)methanol on sydnone-palladium complex-catalyzed reaction with isopropyl boronic acid.
Type of Medium:
Online Resource
ISSN:
1865-7117
,
0932-0776
DOI:
10.1515/znb-2016-0006
Language:
English
Publisher:
Walter de Gruyter GmbH
Publication Date:
2016
detail.hit.zdb_id:
2078109-X
detail.hit.zdb_id:
124635-5
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