84269-36-3Relevant articles and documents
Reaction of electron-deficient N=N, N=O double bonds, singlet oxygen, and CC triple bonds with acyloxyketenes or mesoionic 1,3-dioxolium-4-olates: Generation of unstable mesoionic 1,3-dioxolium-4-olates from acyloxyketenes
Hamaguchi, Masashi,Tomida, Naoki,Iyama, Yuji
, p. 1326 - 1334 (2007/10/03)
(Chemical Equation Presented) Reactions of azodicarboxylates and nitrosobenzene derivatives with acyloxyketenes generated from dehydrochlorination of α-acyloxyarylacetyl chlorides were carried out to give triacylbenzamidine and N-arylimide derivatives, respectively, in good yields. The same compounds were obtained from the reaction with mesoionic 1,3-dioxolium-4-olates generated by Rh2(OAc)4-catalyzed decomposition of aryldiazoacetic anhydride derivatives. Formation of the same compounds from the different starting materials indicates that their reactions involve the same intermediates. The formation of triacylbenzamidine and N-arylimide derivatives is explained by 1,3-dipolar cycloaddition between electron-deficient N=N or N=O bonds and mesoionic 1,3-dioxolium-4-olates following by decarboxylation, ring opening of the resultant carbonyl ylides, and subsequent Mumm rearrangement of the corresponding imidates. The reaction with singlet oxygen composed of more electronegative atoms than N=N and N=O bonds also gave products arising from the singlet oxygen adducts with 1,3-dioxolium-4-olates. The generation of less stable mesoionic 1,3-dioxolium-4-olates from acyloxyketenes was also confirmed by isolation of furandicarboxylates on generation of acyloxyketenes from α- acyloxyarylacetyl chlorides in the presence of reactive dipolarophile dimethyl acetylenedicarboxylate.
Reaction of nitrous oxide with cyclopentadienyl complexes of cobalt, rhodium, and titanium
Leont'ev,Fomicheva,Proskurnina,Zefirov
, p. 496 - 498 (2007/10/03)
The reaction of nitrous oxide with some cyclopentadienyl compounds of cobalt, rhodium, and titanium was studied. The corresponding furans were obtained in low to moderate yields.
Photosensitized Oxidation of Furans; VI. A Simple General Method for the Synthesis of Functionalized cis-1,2-Diacylethylenes (2-Ene-1,4-diones)
Graziano, M. L.,Iesce, M. R.,Carli, B.,Scarpati, R.
, p. 125 - 126 (2007/10/02)
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