Benzenecarbothioccyclopenta[c] pyrrole-1,3-dione compounds and process for synthesis thereof

A compound or a salt or a stereoisomer thereof, wherein the compound is selected from

• a) S-((3aR*,6R*,6aS*)-6-Hydroxy-1,3-dioxohexahydrocyclopenta[c]pyrrol-3a(1H)-yl) ethanethioate (7);
• b) S-((3aS*,6R*,6aR*)-6-Hydroxy-1,3-dioxohexahydrocyclopenta[c]pyrrol-3a(1H)-yl) ethanethioate (8);
• c) S-((3aR*,6R*,6aS*)-6-Hydroxy-1,3-dioxohexahydrocyclopenta[c]pyrrol-3a(1H)-yl) 2-phenylethanethioate (9);
• d) S-((3aS*,6R*,6aR*)-6-Hydroxy-1,3-dioxohexahydrocyclopenta[c]pyrrol-3a(1H)-yl) 2-phenylethanethioate (10);
• e) S-((3aS*,6R*,6aR*)-6-Hydroxy-1,3-dioxohexahydrocyclopenta[c]pyrrol-3a(1H)-yl) 4-fluorobenzothioate (11)
• f) S-((3aS*,6R*,6aR*)-6-Hydroxy-1,3-dioxohexahydrocyclopenta[c]pyrrol-3a(1H)-yl) thiophene-2-carbothioate (12)
• g) S-((3aS*,6S*,6aR*)-6-Hydroxy-1,3-dioxohexahydrocyclopenta[c]pyrrol-3a(1H)-yl) 2-chlorobenzothioate (13);
• h) S-((3aS*,6R*,6aR*)-6-Hydroxy-1,3-dioxohexahydrocyclopenta[c]pyrrol-3a(1H)-yl) 2-chlorobenzothioate (14);
• i) S-((3aR*,6R*,6aS*)-6-Hydroxy-1,3-dioxohexahydrocyclopenta[c]pyrrol-3a(1H)-yl) benzothioate (15);
• j) S-((3aS*,6R*,6aR*)-6-Hydroxy-1,3-dioxohexahydrocyclopenta[c]pyrrol-3a(1H)-yl) benzothioate (16);
• k) S-((3aR*,6aS*)-1,3-Dioxohexahydrocyclopenta[c]pyrrol-3a(1H)-yl) ethanethioate (18);
• l) S-((3aR*,6aS*)-1,3-Dioxohexahydrocyclopenta[c]pyrrol-3a(1H)-yl) 2-phenylethanethioate (19);
• m) S-((3aR*,6aS*)-1,3-Dioxohexahydrocyclopenta[c]pyrrol-3a(1H)-yl) 4-fluorobenzothioate (20);
• n) S-((3aR*,6aS*)-1,3-Dioxohexahydrocyclopenta[c]pyrrol-3a(1H)-yl) 2-chlorobenzothioate (21);
• o) S,S′-((3aR*,6aR*)-1,3-Dioxohexahydrocyclopenta[c]pyrrole-3a,6(1H)-diyl) bis(4-fluorobenzothioate) (23);
• p) S,S′-((3aS*,6aS*)-1,3-Dioxohexahydrocyclopenta[c]pyrrole-3a,6(1H)-diyl) dibenzothioate (25);
• q) S,S′-((3 aR*,6aR*)-1,3-Dioxohexahydrocyclopenta[c]pyrrole-3a,6(1H)-diyl) diethanethioate (28);
• r) (3 aS*,6aR*)-1,3-Dioxo-6a-((thiophene-2-carbonyl)thio)octahydrocyclopenta[c]pyrrol-4-yl acetate (30);
• s) (3aS*,6aR*)-6a-(Acetylthio)-1,3-dioxooctahydrocyclopenta[c]pyrrol-4-yl acetate (31);
• t) (3aS*,6aR*)-1,3-Dioxo-6a-((2-phenylacetyl)thio)octahydrocyclopenta[c]pyrrol-4-yl acetate (32);
• u) (3aS*,6aR*)-6a-((4-Fluorobenzoyl)thio)-1,3-dioxooctahydrocyclopenta[c]pyrrol-4-yl acetate (33);
• v) (3aS*,6aR*)-6a-((2-Chlorobenzoyl)thio)-1,3-dioxooctahydrocyclopenta[c]pyrrol-4-yl acetate (34);
• w) (3aS*,6aR*)-6a-(Benzoylthio)-1,3-dioxooctahydrocyclopenta[c]pyrrol-4-yl acetate (35).

A process for synthesis of compound of formula (I) or a salt or a stereoisomer thereof

• wherein,
• R1 and R2 are individually selected from hydrogen, alkyl, alkenyl, aryl, heteroaryl, hydroxyl, alkoxy, heteroaryloxy, carboxy, alkylcarbonyl, arylcarbonyl, alkoxycarbonyl, cyano, halo, azide, thioocyano, alkylcarbothioc or arylcarbothioc;
• or R1 and R2 are 3 to 8 membered carbocyclic ring which is optionally substituted or contain a 1-2 heteroatoms;
• R3 is selected from hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, cylcoalkenyl, aryl, heteroaryl, hydroxyl, alkoxy, heteroaryloxy, alkylcarbonyl, arylcarbonyl, or alkoxycarbonyl;
• A is selected from hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, cylcoalkenyl, unsubstituted aryl, substituted aryl wherein substitution is selected from F or Cl, heteroaryl, hydroxyl, alkoxy or aryloxy;
• provided that R1, R2 and R3 are not Hydrogen at the same time;
• and
• provided that when R2 and R3 are hydrogen, R1 is not OH and A is not aryloxy;
• wherein said process comprising the step of:
• i. stirring thioacid of
• with compound of
• in solvent at a temperature in the range of 25° C. to 100° C. for period in the range of 2 to 15 hrs followed by extraction to afford compound of formula (I).