Method for producing cyclic carboxylic orthoester fluorides...

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

Reexamination Certificate

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C549S380000, C549S455000

Reexamination Certificate

active

06916940

ABSTRACT:
The invention relates to a process for the preparation of cyclic carboxylic acid orthoester fluorides in whicha) at least one bis(alkylthio)carbenium salt is reacted with at least one organic compound containing at least two hydroxyl groups in the presence of at least one base,b) and subsequently, preferably in situ, the resultant thioorthoester is subjected to oxidative fluorodesulfurisation using a fluorinating agent and an oxidant to give the cyclic carboxylic acid orthoester fluoride.

REFERENCES:
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patent: 5789580 (1998-08-01), Chambers et al.
patent: 6787062 (2004-09-01), Kirsch et al.
patent: WO 96 03357 (1996-02-01), None
patent: WO 01 64667 (2001-09-01), None
Bayliff et al, “Polyhalogenoheterocyclic Compounds. Part 38. Reactions of Fluorinated-Alkenes and -Cycloalkenes with Difunctional Nucleophiles” J. Chem. Soc. Perkin Trans. vol. 4, pp. 763-767 (1987).
Muffler, H.: “Cylisterung unter Beteiligung bon Fluridionen.” Journal of Fluorine Chemistry, Bd. 21, Nr. 2, 1962.
Sondeg S C et al., “Gem-Difluoro compounds: a convenient preparation from ketones and aldehydes by halogen fluoride treatment of 1,3-dithalolanes” Journal of Organic Chemistry, American Chemical Society., Easton, US, Bd. 51, 1986.

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