Tang, Ri-Yuan published the artcileConformation-induced remote meta-C-H activation of amines, Product Details of C7H9NO, the publication is Nature (London, United Kingdom) (2014), 507(7491), 215-220, database is CAplus and MEDLINE.
Achieving site selectivity in carbon-hydrogen (C-H) functionalization reactions is a long-standing challenge in organic chem. The small differences in intrinsic reactivity of C-H bonds in any given organic mol. can lead to the activation of undesired C-H bonds by a non-selective catalyst. One solution to this problem is to distinguish C-H bonds on the basis of their location in the mol. relative to a specific functional group. In this context, the activation of C-H bonds five or six bonds away from a functional group by cyclometallation has been extensively studied. However, the directed activation of C-H bonds that are distal to (more than six bonds away) functional groups has remained challenging, especially when the target C-H bond is geometrically inaccessible to directed metalation owing to the ring strain encountered in cyclometallation. Here we report a recyclable template that directs the olefination and acetoxylation of distal meta-C-H bonds – as far as 11 bonds away – of anilines and benzylic amines. This template is able to direct the meta-selective C-H functionalization of bicyclic heterocycles via a highly strained, tricyclic-cyclophane-like palladated intermediate. X-ray and NMR studies reveal that the conformational biases induced by a single fluorine substitution in the template can be enhanced by using a ligand to switch from ortho- to meta-selectivity.
Nature (London, United Kingdom) published new progress about 14703-69-6. 14703-69-6 belongs to alcohols-buliding-blocks, auxiliary class Amine,Benzene,Phenol, name is 3-(Methylamino)phenol, and the molecular formula is C6H12Br2, Product Details of C7H9NO.
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