Trifluoromethylation oxindole synthesis

Scheme 8.31 Cu(MeCN)4PFg-catalyzed one-pot synthesis of trifluoromethylated oxindoles.

Recently, another novel reaction for the synthesis of trifluoromethylated oxindoles via Cu(N03)2-2.5H20-catalyzed aryl C(sp )-H functionalization was described by Liang, Lipshutz, and coworkers. The trifluoromethylated oxindoles... 

Asymmetric Alkylation. 7Y-[4-(Trifluoromethyl)benzyl]-cinchoninium bromide (1) has been used as chiral phase-transfer catalyst in the alkylation of indanones (eq 1). For the alkylation of a-aryl-substituted carbonyl compounds the diastere-omeric 7Y-[4-(trifluoromethyl)benzyl]cinchonidinium bromide (2) was used to obtain the opposite stereochemistry (eqs 2 and 3). The asymmetric alkylation of oxindoles was used as the key step in an asymmetric synthesis of (—)-physostigmine (eq 4). ... 

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