7149-59-9Relevant articles and documents
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Stevens,Beutel
, p. 449 (1943)
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PYRIMIDINE COMPOUNDS CONTAINING ACIDIC GROUPS
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Paragraph 1170; 1171, (2018/06/15)
The present disclosure relates to a class of pyrimidine derivatives having immunomodulating properties that act via TLR7 which are useful in the treatment of viral infections and cancers.
The reactions of diazo compounds with lactones. Part 1. Cyclopropanespiro-β-lactones from diketene: Synthesis and reactions
Murphy, Paul V.,O'Sullivan, Timothy J.,Geraghty, Niall W.A.
, p. 2109 - 2119 (2007/10/03)
The cyclopropanespiro-β-lactones 3, 4 and 12 can be prepared by the metal catalysed, or photochemically promoted decomposition reactions of diazocompounds in the presence of diketene. The thermal reactions of these compounds give a variety of products depending on the nature of the spirolactone; these include a furan 9a, 1,4-dicarbonyl compounds 18a-c and 19b, a pyranone 20b, furanones 21a, 21f and 22a and the enol 16. The boron trifluoride promoted reaction of a mixture of 3b and 4b gives a 13-ketoacid. Mechanisms are proposed for the formation of these products. The rearrangment of the cyclopropanespiro-β-lactones to furan-2(5H)-ones and furan-2-(3H)-ones 6-8, 21a, 21f, 22a and 24 is shown to be a general reaction that involves metal catalysis. A mechanism based on formation of a metallocycle by a novel insertion of the metal into the C-O bond of the β-lactone ring is proposed for this rearrangement. This accounts for the observed features of the reaction.
