- 2-Bromo-3-methoxycyclohex-2-enone, a New Reagent for the α-Arylation of Lactams
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We report efficient syntheses of 2-bromo and 2-chloro-3-methoxycyclohex-2-enone and their use as m-hydroxyphenyl cation synthons for the α-arylation of lactams.The sequence has been used to synthesize the analgesic drug meptazinol.
- Shepherd, Robin G.,White, Alan C.
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p. 2153 - 2156
(2007/10/02)
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- Process for making m-hydroxyphenyl substituted compounds
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m-Hydroxyphenyl substituted compounds of formula STR1 where R is an organic radical and R1 is hydroen or an organic radical are prepared by dehydrohalogenating a compound of formula STR2 (where X is chlorine or bromine, and R and R1 have the above meanings). Preferred novel starting materials of formula (II) are of the formula STR3 (where R1 and X are as above, n is 2,3 or 4, R2 is hydrogen or lower alkyl and R3 is hydrogen, lower alkyl, lower alkenyl, lower alkynyl, cycloalkyl(lower)alkyl or aryl(lower)alkyl).
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