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Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
Published on: July 17, 2020
2-(2,1-benzoxazol-3-yl)-3,5-dimethoxyphenol and 3-phenyl-2,1-benzoxazole
R Alan Howie1, Abdul Jabbar, John R Lewis
1Department of Chemistry, University of Aberdeen, Meston Walk, Aberdeen AB24 3UE, Scotland. r.a.howie@abdn.ac.uk
Abstract:
The title compounds, C(15)H(13)NO(4), (I), and C(13)H(9)NO, (II), are produced, along with the corresponding anilines, by the reduction of the appropriate o-nitrobenzophenones. In (I), the planar benzisoxazole and phenol fragments are tilted relative to one another by a rotation of 53.02 (14) degrees about the bond joining them, and the molecules are linked into chains by phenol O--H...N and phenyl C--H...O(oxazole) hydrogen bonds. The cell of (II) (space group I2/c) contains eight molecules in general positions, four more in the 2b sites, with twofold axial symmetry that induces a degree of disorder, and a further four as centrosymmetric pairs of complete molecules, each with an occupancy of one-half. The relative tilt of the planar fragments varies slightly from one molecule to another but is much less than that in (I), ranging from 8.8 (8) to 12.58 (15) degrees.
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