Copper! I phenylacetylide

In 1972, Kinugasa and Hashimoto (841) reported the reaction of copper (I) phenylacetylide with a.A-diphenylnitrone in dry pyridine. It has provided an... [Pg.384]

In contrast to the lithium acetylide reaction, addition of copper(I) phenylacetylide to (i75-C5H5)(PPh3)2RuCl (1) affords the monomeric ruthenium acetylide-copper chloride adduct (62) as the major product. An X-ray crystal structure of this complex reveals an tj1, -bridging acetylide between the ruthenium and copper centers, respectively (62). A small amount of the dimeric chloride bridged complex 61 was also isolated. The copper chloride can be removed from the monomeric complex by the... [Pg.31]

Copper(I) phenylacetylide, C6H5C=CCu (1). The bright yellow reagent is prepared by reaction of phenylacetylene with 1 equiv. of Cul in aqueous ammonia (77% yield).1... [Pg.143]

ULLMANN DIARYL ETHER SYNTHESIS Copper(I) phenylacetylide. [Pg.589]

Although the stoichiometric ethynylation of (47) with copper(I) phenylacetylide gives the product (48) of a normal double ethynylation, die Pd-catalyzed coupling reaction affords the fluorene derivative (49) instead. The reaction leading to (49) can be rationalized as proceeding via the a-fluorenyl-Pd complex (50 Scheme 33)." ... [Pg.543]

Another interesting cascade involving nitrones is the copper catalyzed reaction with alkynes to produce p-lactams that was originally reported by Kinugasa (72CC466). Stoichiometric amounts of copper(I) phenylacetylide (61) react with various aryl nitrones 62 in pyridine to give p-lactams 63 in 50-60% yield (equation (2)). In each case, only the czs-lactams were isolated. [Pg.10]

The reactions of copper(I) phenylacetylide 325a and copper(I) isopro-penylacetylide 325b with l-hydroxy-2-iodo-3-methoxy-10-methylacridin-9(10//)-one 324 gave furo[2,3-a]acridones 236a and 236b (Scheme 65) (84LA31). [Pg.145]

A modified mechanism for the formation of the cycloheptafuranone (83) by pyrolysis of phenyl propiolate (82) has been proposed.The action of copper(I) phenylacetylide on the azulene ester (84) leads to the azuleno[2,l-Zi]furan(85). 2 ... [Pg.214]

Chromic anhydride-pyridine, 70 Chromium hexacarbonyl, 71 Chromones, 423 Chromous chloride, 73 Chrysanthemic acid, 49, 50, 207-208 Chrysanthemic esters, 183-184 Cinnamic esters, 362 CitroneUol, 5, 308, 309 Claisen rearrangement, 2, 372 Clemmensen reduction, 426 Cocaine, 384 Codeine, 236, 347, 348 Conjugate addition, 86, 102, 119-120, 133, 226-227, 253, 353, 400 Cope rearrangement, 66, 397 Copper, 73-74 Copper(I) acetate, 80 Copper(II) acetate, 39, 117, 126, 186 Copper(I) bromide-Lithium trimethoxy-aluminum hydride, 80 Copper(I) bromide, 79-80 Copper(I) chloride, 50, 80-81 Copper(II) chloride, 126, 79 Copper(l) cyanoacetate, 74 Copper halide nitrosyls, 73 CopperO) iodide, 81-82 Copper(I) methyltrialkylborates, 4,75 CopperGD perchlorate. 79 COpper(I) phenylacetylide, 237 Copper(II) sulfate, 117 CopperO) trifluoiomethanesulfonate, 75-76... [Pg.239]

The principal product of the reaction of 2,3,5-tri-O-benzoyl-D-ribofuranosyl bromide with mercury(ii) or copper(i) phenylacetylide has been shown to possess the 3-configuration by H n.m.r. examination of isopropylidenated and acylated derivatives (7, j = 0 Hz) of the debenzoylated product and by chemical degradation of the side-chain to give known 2,5-anhydro-D-allonic acid derivatives. Details have appeared on the synthesis of methyl 3-(2,3,5-tri-0-benzyl-a- and -P-D-ribofuranosyl)propiolates le.g. (74)] by reaction of 2,3,5-tri-O-benzyl-D-ribo-... [Pg.35]

In 1869, Glaser found that copper(i) phenylacetylide prepared from phenylacetylene and a copper salt gave the acetylene dimer by air oxidation... [Pg.4]

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