A novel method of transamidation of carboxamides with amines using catalytic amounts of readily available boric acid under solvent-free conditions has been developed. The scope of the methodology has been demonstrated with (i) primary, secondary, and tertiary amides and phthalimide and (ii) aliphatic, aromatic, cyclic, acyclic, primary, and secondary amines.

A general, straightforward, and atom-economical three-component synthesis of thioamides from alkynes, elemental sulfur, and aliphatic amines has been developed.

A new strategy for the synthesis of 2-aminobenzimidazol-6-ols via a reaction of quinones with guanidine derivatives is reported. Sequential application of this methodology provided a simple access to the first benzosceptrin analogue bearing a bis-2-aminoimidazole moiety. A concomitant addition of two guanidines to the naphtho[1',2':4,5]imidazo[1,2-a]pyrimidine-5,6-dione, which includes the redox neutral debenzylation and guanidine-assisted cleavage of the 2-aminopyrimidine part resulted in the synthesis of the free challenging contiguous bis-2-aminoimidazole moiety of benzosceprins in one step.

Highlights ➢ Design, synthesis of Benzosceptrin C-derived compounds as new necroptosis inhibitors. ➢ SAR study on the 54 benzazoles on the TNF-α induced necroptosis in human Jurkat FADD-deficient cells. ➢ Compounds AV123 (12) and MBM105 (67) inhibited RIPK1 with IC50 values of 12.12 and 2.89 µM, respectively. ➢ Potent, non-toxic and selective MBM105 (67) blocked the necroptotic but not the apoptotic cell death.

A diverse set of unaromatized and densely functionalized tetrahydrobenzimidazole adducts were obtained in good yields by simple mixing p‐benzoquinone 1 with N‐arylamidines 2 under mild conditions. The main features of these adducts include a hemi N,O‐acetal function, and an imidazoline regioselectively and stereoselectively fused with a conjugated cyclohexenone ring. These compounds were evaluated for their cytotoxic potential against hematopoietic cancer cell lines including Jurkat, Raji, K562 and U937 compared to peripheral blood mononuclear cells (PBMCs) from healthy donors. Some of them including 3a, 3k and 3l were found to exhibit significant selective cytotoxicity against cancer cells with IC50 values between 3 and 10 µm at 48 hours.

Amines. -Under these conditions a wide range of carboxamides can be prepared. N-substituted phthalimides are also available. -(NGUYEN*, T. B.; SORRES, J.; TRAN, M. Q.; ERMOLENKO, L.; AL-MOURABIT, A.; Org. Lett. 14 (2012) 12, 3202-3205, http://dx.doi.org/10.1021/ol301308c ; Cent. Rech. Gif, Inst. Chim. Subst. Nat., CNRS, F-91198 Gif-sur-Yvette, Fr.; Eng.) -Jannicke 41-046

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