Isoxazoline derivatives as P N ligands

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

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C548S237000, C548S215000, C548S402000, C548S412000, C548S416000, C548S469000, C548S490000, C548S517000

Reexamination Certificate

active

07081536

ABSTRACT:
The invention relates to novel ligands of the phosphanylbenzothiophenyl-dihydroisoxazoline, phosphanyl-dihydrooxazolyl-indole and phosphanyl-dihydrooxazolyl-benzofuran type, especially compounds of formula Iand mixtures of such compounds, whereinX is oxygen, sulfur, selenium or NQ, wherein Q is unsubstituted or substituted aryl, or alkyl or substituted alkyl;n is 0, 1, 2, 3 or 4;A1and A2are each an organic radical capable of bonding to phosphorus, especially unsubstituted or substituted alkyl, unsubstituted or substituted aryl, unsubstituted or substituted heterocyclyl, unsubstituted or substituted cycloalkyl, or —N(D)2wherein D2is alkyl or substituted alkyl; or A1and A2together with the bonding phosphorus atom form a ring, which may be unsubstituted or substituted;Y, Y′, Y″ and Y′″ are each independently of the other hydrogen or alkyl, substituted alkyl, unsubstituted or substituted aryl, or unsubstituted or substituted heterocyclyl, at least one of the radicals Y, Y′, Y″ or Y′″ being one of the mentioned radicals with the exception of hydrogen; andZ, when present, is a substituent, it being possible when a plurality of substituents Z is present for those substituents to be selected independently of one another, and to processes for their preparation, to novel precursors and intermediates, to complexes with the said ligands, to their preparation and to their use as catalysts in organic synthesis (especially asymmetric organic synthesis).

REFERENCES:
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Tietze, Lutz F. and Klaas Lohmann, “Synthesis of Novel Chiral Thiophene-, Benzothiophene- and Benzofuran-Oxazoline Ligands and their Use in the Enantioselective Pd-Catalyzed Allylation,” vol. 12, pp. 2083-2085, especially p. 2083, printed Feb. 12, 2002.
Chem. Abstr. 120:77192 for Kelarev et al., “Synthesis of azoles and diazoles containing 1-methylindole Fragments.”, (1993), vol. 36, No. 3, pp. 49-55.
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