Abstract
The syntheses of various amino- and hydroxy-substituted dehydrophenylalanine derivatives
using the Heck-Jeffery protocol under non-solvent conditions in a ball mill are presented.
The influences of electron-withdrawing groups and of the location of the heteroatom
substituent relative to the halide are discussed. Suitably substituted ortho -amino dehydrophenylalanine derivatives undergo a cyclization-elimination reaction
to the corresponding 2-substituted indoles.
Key words
cyclizations - indoles - green chemistry - Heck reaction - palladium
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