A Pd-catalyzed one-pot cascade consisting of C–C/C–O/N–N bond formation to access benzoxazine fused 1,2,3-triazoles

Abstract

A Pd-catalyzed one-pot cascade consisting C-C/C-O/N-N bond formation to access clinically important fused 1,2,3-triazole using N-aryl-α-(tosyl hydrazone)acetamides with isocyanide has been developed. Besides, various substitutions on N-aryl part of acetamides...

Synthesis of N-fused polycyclic indoles via a Pd-catalyzed multicomponent cascade reaction consisting of an amide-directed [3+1+1] annulation reaction of 3-diazo oxindole and isocyanides

“…15 Initially, tert -butyl isocyanide reacts with Pd(OAc) 2 to generate complex ( I ). 12,16 a – d Then, tert -butyl isocyanide acts as a neutral ligand in complex ( I ), and palladium remains in its divalent oxidation state. Complex ( I ) then linked with the 3-diazo oxindole ( 1a ) substrate to generate square planar complex ( II ) that served as our starting complex.…”

“…(Scheme 1d–f) 11 Also, we have developed a Pd-catalysed one-pot cascade reaction to access benzoxazine-fused 1,2,3-triazoles using N -aryl-α-(tosylhydrazone)acetamides with isocyanide. 12 In continuation of our efforts to develop novel cascade reactions by the use of isocyanide and diazo compounds (Scheme 1g), 13 herein, we have developed a Pd-catalysed multicomponent cascade reaction of 3-diazo oxindole, isocyanide, and H 2 O to generate tricyclic oxazolo[3,2- a ]indole scaffolds (Scheme 1h).…”

Divergent and Selective Synthesis of 3-Alkylidene Oxindoles Using Pd-Catalyzed Multicomponent Reaction

“…Besides, palladium-catalyzed MCRs consisting of the diazo compound, isocyanide, along with amine have been investigated to construct heterocyclic compounds . By drawing encouragement from the attractive therapeutic applications of 3- alkylidene oxindole and our previous work on the metal-catalyzed reaction of diazo compounds, herein, we reported a multicomponent approach for the diverse synthesis of E -selective 3-alkylidene oxindole derivatives via Pd-catalyzed reaction of 3-diazo oxindole, isocyanide, and aniline (Scheme g).…”

Divergent cyclization of 2-(5-iodo-1,2,3-triazolyl)benzamides toward triazole-fused lactams and cyclic imidates

“…The preparation of 3 has only been reported in a Pd-catalyzed process involving toxic and malodorous isonitriles. 27 Nevertheless, quinazolinones 28 as well as their triazole-fused analogs 26 d ,29 are an important class of nitrogen-containing heterocycles which exhibit a wide range of biological activity.…”