Reaktionen 4,4-Bis(trifluormethyl)-substituierter Heterodiene mit Alkinen / Reactions of 4,4-Bis(trifluoromethyl) Substituted Heterodienes with Alkynes

Burger, Klaus; Sewald, Norbert; Huber, E.M.; Ottlinger, R.

doi:10.1515/znb-1989-1026

Cited by 14 publications

(3 citation statements)

References 10 publications

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“…These unsaturated fluoroorganics rank among the most reactive conjugated heterodienes. A rich organic chemistry evolved from their outstanding properties, resulting in many types of new compounds containing trifluoromethyl substituents . They are known to add to a variety of substrates, in particular to carbenes and carbene homologues.…”

Section: Introductionmentioning

confidence: 99%

Nickel Complexes with Heterobutadiene Ligands

et al. 1998

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The reactions of 4,4-bis(trifluoromethyl)-substituted hetero-1,3-dienes with Ni(cod)2 and Ni(PMe3)2(cod) afford stable coordination compounds containing a trigonal planar Ni(0) center. The substitution of co-ligands by tert-butylisonitrile leads to five-membered nickelacycles by an unprecedented oxidative [4+1] cycloaddition of the hetero-1,3-diene to Ni(0) under formation of new Ni−C and Ni−O or Ni−N bonds. The nature of the resulting nickelacycloheteropentene derivatives decisively depends on the electronic and steric nature of the hetero-1,3-dienes. All compounds have been characterized by NMR, IR, or mass spectroscopy. X-ray crystal structure determinations are reported for four typical examples.

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Section: Introductionmentioning

confidence: 99%

Nickel Complexes with Heterobutadiene Ligands

et al. 1998

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“…Similarly, compound 192 (X = O) reacts with alkynes to give isoxazoles 194 and 1,3-oxazines 195 [168]. [177].…”

Section: Ementioning

confidence: 99%

Recent trends in the Chemistry of fluorinated five and six‐membered heterocycles

Erian

2001

Journal of Heterocyclic Chem

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“…Although the synthetic approaches to various 4H-1,3-oxa(thia)zines have been thoroughly developed, there is still little evidence about their trifluoromethyl-substituted derivatives [4,5]. Among a few known examples are 4,4-bis(perfluoroalkyl)-4H-1,3-oxa(thia)zines obtained by cycloaddition of perfluoroalkyl ketone N-acylimines to ketenes and alkenes [6] or alkynes [7]. If performed with hexafluoroacetone N-thioacylimines and phenylacetylene, this reaction provides 4,5-dihydrothiazoles as by-products along with expected 4,4-bis(trifluoromethyl)-4H-1,3-thiazines [8].…”

Section: Introductionmentioning

confidence: 99%