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[formula omitted]-Methyl as a bioisostere for the oxygen link between the aromatic rings of aryloxyphenoxypropionate herbicides

The herbicidal activity of a set of N -methyl arylaminophenoxypropionate esters 3 has been compared to the analogous aryloxyphenoxypropionates 1. The usefulness of N -methyl as a novel bioisostere for ether links is shown by the surprisingly high herbicidal activity of the 6-chloroquinazolin-2-yl- a...

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Bibliographic Details
Published in:Bioorganic & medicinal chemistry letters 1997-06, Vol.7 (12), p.1489-1492
Main Authors: Bird, Graham J., Cross, Lindsay E., Farquharson, Graeme J., Jensen, Wendy A., Lydiate, Jack, Serban, Alexander, Warner, Richard B., Watson, Keith G., Barton, John E.D., Coles, Chris, Collins, David J., Slater, John W.
Format: Article
Language:English
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Summary:The herbicidal activity of a set of N -methyl arylaminophenoxypropionate esters 3 has been compared to the analogous aryloxyphenoxypropionates 1. The usefulness of N -methyl as a novel bioisostere for ether links is shown by the surprisingly high herbicidal activity of the 6-chloroquinazolin-2-yl- and 7-chloro-1,2,4-benzotriazin-3-yl-N-methylamino-phenoxypropionate esters 3h and 3i. The quinazoline and benzotriazine N -methyl linked phenoxypropionates 3 show far superior herbicidal activity to the normal oxyphenoxypropionate analogs.
ISSN:0960-894X
1464-3405
DOI:10.1016/S0960-894X(97)00235-7