Abstract Anilines selectively arylated at their ortho, meta or para positions are useful building blocks in synthesis and have found applications many areas. The most straightforward method for relies on the direct arylation of a C(sp2)–H bond anilines, an attractive strategy avoiding prefunctionalization starting anilines provided that such arylations proceed with high levels regioselectivity....

A practical aminocyclization of 1,6-enynes with a wide variety of substituted anilines, including N-alkyl anilines, has been achived by using cationic [JohnPhosAu(MeCN)]SbF6 as a general purpose catalyst. The resulting adducts can be easily converted into polycyclic compounds by palladium- and gold-catalyzed reactions.

We report [Y{N(SiMe3)2}3] as a precatalyst for the dehydrocoupling of sterically demanding amines with β-diketiminate stabilised aluminium dihydrides. While simple fluorinated anilines readily undergo Al-H/N-H dehydrocoupling under thermal conditions, catalytic methods are required to achieve reasonable rates of reaction for ortho-substituted anilines or hindered aliphatic amines.

An efficient solvent free reaction of 1-chloro-2-nitrobenzene with anilines to give N-substituted nitro anilines by nucleophilic aromatic substitution in good to excellent yields has been described. The effect of different salts on the reaction has also been studied.

A rapid and chemoselective method for the N-formylation of structurally diverse anilines with formic acid using nanoalumina sulfonic acid (NASA) at 70oC under solvent-free condition has been developed. The catalyst was found to be compatible with different functional groups and the formylation proceeded smoothly with anilines bearing electron withdrawing as well as electron donating substituents.

A straightforward synthesis of substituted quinolines is described by cyclocondensation of anilines with 1,3-diols. The reaction proceeds in mesitylene solution with catalytic amounts of RuCl(3)·xH(2)O, PBu(3) and MgBr(2)·OEt(2). The transformation does not require any stoichiometric additives and only produces water and dihydrogen as byproducts. Anilines containing methyl, methoxy and chloro s...

In the context of palladium-catalyzed guanylation of anilines herein, we have been able to characterize and isolate bis(anilino) and bis(guanidino)Pd(II) complexes using reaction conditions under which stoichiometric amounts of palladium salts are used. Characterization of these palladium complexes strongly supports a mechanistic proposal for the catalytic guanylation of anilines using PdCl2(NC...

trans-Diepoxide 1 is well-known to react with aliphatic amines and the azide ion to give exclusively the 1,3-diol products. However, we observed that by judicious choice of conditions, reaction with anilines can give predominantly the 1,3-diol (3) or the heretofore rarely seen C(i)-symmetric 1,4-diol (4). Synthesis of an unsymmetrical 1,4-diol from two different anilines is also demonstrated. T...

Condensation of glyoxal, formaldehyde and anilines lead to the formation of 2,4,6,8- tetraphenyl and substituted phenyl 2,4,6,8-tetraazabicyclo [3.3.0] octanes. The reactions are sensitive to pH and temperature. Ortho derivatives of anilines do not participate in this condensation. X-ray structural determination reveals a cis-dienvelope geometery about the two fused rings.

A facile and efficient approach for the synthesis of a variety of acridines via the tandem coupling/cyclization of substituted 2-bromobenzaldehydes and anilines is described. The reaction can be accomplished with ease in the presence of a catalytic amount of Pd2(dba)3 and diphosphine ligand dppf, providing a broad range of substituted acridines in good to excellent yields (up to 99%). The Lewis...