Chiu Hui He

Iron/acetic acid mediated intermolecular tandem C–C and C–N bond formation: an easy access to acridinone and quinoline derivatives

An efficient iron/acetic acid mediated one pot reductive cyclization protocol was successfully developed for the synthesis of acridinone and quinoline derivatives. This highly efficient process proceeds under mild conditions, tolerates different functional groups, and provides various substituted acridinone and quinoline derivatives in good to excellent yields. In addition, biologically active compounds also accessed from this method.

Syntheses of indolo[1,2-a]quinazolinone derivatives via palladium catalyzed intramolecular C–H amidation

The synthesis of indolo[1,2-a]quinazolinone starting from 2-iodobenzamide and indole derivatives is reported. In this two-step procedure, indole is N-arylated with 2-iodobenzamide derivatives via Ullman coupling, followed by an intramolecular C–H amidation using a palladium catalyst.

Halonium ion mediated synthesis of 2-halomethylene-3-oxoketoxime derivatives from isoxazoline N-oxides.

A protocol for the N-bromosuccinimide (NBS)- and trichloroisocyanuric acid (TCCA)-mediated synthesis of novel 2-halomethylene-3-oxoketoximes via one-pot halogenation/oxidation of isoxazoline N-oxide derivatives is described here. The keto functionality of 3-ketoximes was selectively reduced by lithiumaluminum hydride to synthesize an unprecedented type of Baylis-Hillman oxime, which underwent N-O coupling to produce new isoxazoline N-oxide derivative.

FeCl3 Catalyzed Regioselective C-Alkylation of Indolylnitroalkenes with Amino Group Substituted Arenes

An efficient FeCl3 catalyzed protocol for the synthesis of amino functionalized indolylnitroalkanes from easily available precursor indolylnitroalkenes and substituted amines has been developed. Regioselective C-alkylation in the presence of free amino substituted arenes occurred. The scope of this methodology shows good functional group tolerance, and further, this protocol was used to prepare indolylquinoline derivatives.

BF3·OEt2-mediated one pot synthesis of 10-indolyldibenzo[b,f]azepine derivatives via tandem ring expansion and C-C bond formation

A simple and efficient one pot protocol was developed for the synthesis of new structurally diverse 10-indolyldibenzo[b,f]azepine derivatives. The reaction involves Lewis-acid mediated ring expansion followed by C–C bond formation through nucleophilic addition of indole moiety.