A wide range of 4,6-diarylated/heterylated pyridin-2(1H)-one derivatives were synthesized in good to excellent yields from 1,3-diarylated/heterylated-2-propen-1-ones (chalcones) in one pot under metal and base-free conditions. This domino reaction suggests a novel mechanism comprising of Michael addition followed by amination, subsequent intramolecular amidation and finally dehydronitrosation. ...

The polarity reversible nature of azomethine imines as the crucial transformation enables the tandem Michael addition/imine isomerization/[3+2] cycloaddition to proceed under mild, transition-metal-free conditions to form cyclohepta[b]pyrroles in a single operation starting from readily available acyclic precursors with a broad substrate scope.

A one-pot, asymmetric multicatalytic formal [3+2] reaction between 1,3-dicarbonyls and alpha,beta-unsaturated aldehydes is described. The multicatalytic process involves a secondary amine catalyzed Michael addition followed by a N-heterocyclic carbene catalyzed intramolecular crossed benzoin reaction to afford densely functionalized cyclopentanones with high enantioselectivities. The reaction p...

BACKGROUND Hippodamine is a volatile defence alkaloid isolated from ladybird beetles which holds potential as an agrochemical agent and was the subject of a synthesis by our group in 2005. RESULTS Two enhancements to our previous syntheses of (+/-)-hippodamine and (+/-)-epi-hippodamine are presented which are able to shorten the syntheses by up to two steps. CONCLUSION Key advances include ...

In the present paper, we report an efficient total synthesis of a marine alkaloid, rigidin E. The key tetrasubstituted 2-amino-3-carboxamidepyrrole intermediate was synthesized by cascade Michael addition/intramolecular cyclization between N-(2-(4-(benzyloxy)phenyl)-2-oxoethyl)methanesulfonamide and 3-(4-(benzyloxy)phenyl)-2-cyano-N-methylacrylamide. Subsequent carbonylation with triphosgene ca...

The racemic modifications of title natural products 1 and 2 have been synthesised for the first time. The key step was the Au(i)-catalysed conversion of the furanyl-substituted ynone 13 into the annulated furan 14.

A sulfur-assisted five-cascade sequential reaction, wherein the in situ-generated allenyl allyl sulfides undergo thio-Claisen rearrangement, intramolecular Michael addition, and 1, 5-proton migration/aromatization to obtain allyl thiophen-2-yl acetates, propionates, and ketones as the final products, was reported. As a result of the ready availability of starting materials and the extremely sim...

A highly efficient, chemoselective synthesis of a library of polysubstituted pyrroles and tetrahydropyridines has been achieved through the one-pot, multicomponent reactions of ethyl (E)-3-(aryl/alkyl amino) acrylates, 2,2-dihydroxy-1-arylethan-1-ones, and malononitrile under solvent- and catalyst-free grinding conditions. The selective formation of pyrrole or tetrahydropyridines relied on subs...