Highly satisfactory procedures for the Pd-catalyzed cross coupling of aryl electrophiles with in situ generated alkynylzinc derivatives

Organic Letters

Volumn 3, Issue 20, 2001, Pages 3111-3113

  Anastasia, Luigi ^a   Negishi, Ei ichi ^a  

^a PURDUE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALKYNE; IODOBENZENE; ORGANOMETALLIC COMPOUND; PALLADIUM; ZINC;

ARTICLE; CHEMISTRY; SYNTHESIS;

ALKYNES; IODOBENZENES; ORGANOMETALLIC COMPOUNDS; PALLADIUM; ZINC;

EID: 0035807527     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol010145q     Document Type: Article

References (45)

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42. We have previously used LDA to effect both elimination of haloalkenes and generation of alkynyllithiums in the synthesis of conjugated diynes (ref 11c, 12c).
43. 4, filtered, and concentrated. Chromatography on silica gel (95/5 hexane/EtOAc, v/v) gave methyl 3-(4-methoxyphenyl)propiolate as light yellow crystals (0.77 g, 87%), mp 41-42 °C.
44. 4, filtered, and concentrated. Chromatography on silica gel (hexane) gave 1-phenyl-1-octyne (0.36 g, 95%).
45. 2, and no inert gas atmosphere is necessary.