Synthesis of 2-alkyl-1-aryl-1,2-dihydrochromeno[2,3-c]pyrrole-3,9-dione derivatives

Three-component cyclization as an approach to a combinatorial library of 2H-spiro-[chromeno[2,3-c]pyrrole-1,3'-indoline]-2',3,9-triones

“…In our previous works, several examples of 1,2dihydrochromeno[2,3-c]pyrrole-3,9-diones were obtained in a three-component condensation of methyl 4-(o-hydroxyphenyl)-2,4-dioxobutanoate with aromatic aldehydes and heterocyclic amines [19] or aromatic amines [20], aliphatic amines [21] (Scheme 1). Alternative routes to the synthesis of 2-phenyl-5,6-dihydropyrano[2,3-c]pyrrole-4,7-diones [22] and 1-aryl-2-[2-(dimethylamino)ethyl]-1,2-dihydrochromeno[2,3-c]pyrrole-3,9-diones [23] were also developed.…”

Synthesis of 3‐aminomethylidenechroman‐2‐carboxamides by a Sequential One‐pot Three Component Reaction and by Post‐Passerini Condensation Modification

“…Similarly, compounds 13b and 13c were also obtained in excellent yields (entries 3 and 4). Synthesis of 1‐aryl‐1,2‐dihydrochromeno[2,3‐ c ]pyrrole‐3 H ,9 H ‐3,9‐dione moiety from methyl o ‐hydroxybenzoylpyruvate has been reported earlier .…”

Photoredox Promoted Barbier-Type Reaction of Alkyl Iodides with N-Alkyl and N-Aryl Imines

“…Commercially available 2-iodopropane ( 2a ), cyclohexyl iodide ( 2b ), and 1,1,1-trifluoro-3-iodopropane ( 2c ) were distilled prior to use. Reagents shown below were synthesized according to literature procedures: N -methyl-1-phenylmethanimine ( 1a ), N -(2-methoxyethyl)-1-phenylmethanimine ( 1b ), 1-(3-methoxyphenyl)- N -methylmethanimine ( 1c ), methyl 2-(benzylideneamino)­acetate ( 1d ), 2-(benzylideneamino)- N , N -dimethylethan-1-amine ( 1e ), N ,1-diphenylmethanimine ( 1f ), N -allyl-1-phenylmethanimine ( 1g ), N -benzyl-1-phenylmethanimine ( 1h ), N -cyclopropyl-1-phenylmethanimine ( 1i ), 1-(4-chlorophenyl)- N -phenylmethanimine ( 4a ), 1-(4-methoxyphenyl)- N -phenylmethanimine ( 4b ), N -(4-bromophenyl)-1-phenylmethanimine ( 4c ), 1-(4-methoxyphenyl)- N -(p-tolyl)­methanimine ( 4d ), N ,1-bis­(4-methoxyphenyl)­methanimine ( 4e ), 1-(furan-2-yl)- N -(4-methoxyphenyl)­methanimine ( 4f ), N -benzylidene-4-methylbenzenesulfonamide ( 6 ), tert -butyl 4-iodopiperidine-1-carboxylate ( 2d ), (3-iodobutyl)­benzene ( 2e ), (3-iodopropyl)­benzene ( 2f ), 4-iodobut-1-ene ( 2g ), ethyl 4-iodobutanoate ( 2h ), 4-iodobutanenitrile ( 2i ), (iodomethyl)­trimethylsilane ( 2j ), 4-iodobutyl pivalate ( 2k ), iodocyclooctane ( 2f ), 1-iodo-2-methylpropane ( 2m ), 5-iodopent-1-ene ( 2n ), 1,3-dioxoisoindolin-2-yl cyclohexanecarboxylate ( 8 ), 2,4,6-tris­(diphenylamino)-3,5-difluorobenzonitrile (3DPA2FBN) …”