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Syntheses of perdeuterated indoles and derivatives as probes for the biosyntheses of crucifer phytoalexins

✍ Scribed by M. Soledade C. Pedras; Denis P. O. Okinyo

Publisher
John Wiley and Sons
Year
2006
Tongue
French
Weight
223 KB
Volume
49
Category
Article
ISSN
0022-2135

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✦ Synopsis

A simple two-step preparation of [ 2 H 4 ]indole, a starting material necessary for the synthesis of various crucifer metabolites, starting with readily available 1 H NMR solvent [ 2 H 5 ]nitrobenzene (99% deuterated) was developed. [4,5,6,7-2 H 4 ]Indole 99% deuterated at the specified positions was then used to synthesize [4 0 ,5 0 , 6 0 ,7 0 -2 H 4 ]indolyl-3-acetaldoxime, [4 0 ,5 0 ,6 0 ,7 0 -2 H 4 ]1-methoxyindolyl-3-acetaldoxime, [1 00 ,1 00 ,1 00 ,4 0 ,5 0 ,6 0 ,7 0 -2 H 7 ]1-methoxyindolyl-3-acetaldoxime, [4 0 ,5 0 ,6 0 ,7 0 -2 H 4 ]1-methoxybrassinin, and [3,3,3,4 0 ,5 0 ,6 0 ,7 0 -2 H 7 ]1-methoxybrassinin.

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