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- W2950611822 abstract "Abstract 4-Chloro-7-nitrobenzo-2-oxa-1,3-diazole (4-chloro-7-nitrobenzofurazan or NBD chloride) is found to react instantaneously and quantitatively with trans -1-methoxy-3-(trimethylsilyloxy)-1,3-butadiene (Danishefsky's diene), to form regioselectively the silyl enol ether 4 , according to a normal electron-demand Diels–Alder (NEDDA) reaction. This provides the first evidence that this strongly electrophilic heterocycle can also exhibit pericyclic reactivity. Unmasking the enol 4 followed by treatment in the presence of 2 equiv. of base (DBN) leads to 4-chloro-7-hydroxynaphtho[1,2- c ]furazan 7 . We are thus reporting an easy access to a functionalized hydroxynaphthofurazan, which is obtained under mild conditions in three steps with greater than 80% overall yield." @default.
- W2950611822 created "2019-06-27" @default.
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- W2950611822 date "2001-10-01" @default.
- W2950611822 modified "2023-10-13" @default.
- W2950611822 title "4-Chloro-7-nitrobenzofurazan as a Diels–Alder reagent. A facile access to highly functionalized naphthofurazans" @default.
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- W2950611822 doi "https://doi.org/10.1016/s0040-4039(01)01613-6" @default.
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