148679-89-4Relevant academic research and scientific papers
Direct observation by 1H NMR of 4,5-benzoxepin-2,3-oxide and its surprisingly rapid ring-opening rearrangement to 1H-2-benzopyran-1- carboxaldehyde
Nauduri, Dhananjaya,Greenberg, Arthur
, p. 4789 - 4793 (2004)
The first unambiguous observation of an oxepin-2,3-oxide is reported. Between 5 and 10°C it rearranges rapidly to its isomer 1H-2-benzopyran-1- carboxaldehyde. In contrast, 2,3-oxides of monocyclic oxepins rearrange to stable, ring-opened dialdehydes or d
REARRANGEMENT OF EXO-1,4:2,3-DIEPOXY-1,2,3,4-TETRAHYDRONAPHTHALENE: FORMATION OF A NOVEL ISOCHROMENE VIA GROB FRAGMENTATION
French, Larry G.,Charlton, Timothy P.
, p. 305 - 313 (2007/10/02)
The suitability of various acid catalysts for effecting the ring contracting rearrangement of an epoxidized benzyne/furan cycloadduct (1b) to α-formyl-2-indanone (7) was investigated.Nafion-H was demonstrated to be an effective catalyst for this transformation.Competing rearrangement pathways were evident under catalysis by acidic alumina and led to the formation of the novel 1H-2-benzopyran-1-carboxaldehyde (9) in addition to the expected product.
