Sachin D. Gawande

Alcohol Mediated Synthesis of 4-Oxo-2-aryl-4H-chromene-3-carboxylate Derivatives from 4-Hydroxycoumarins

The unusual alcohol mediated formation of 4-oxo-2-aryl-4H-chromene-3-carboxylate (flavone-3-carboxylate) derivatives from 4-hydroxycoumarins and β-nitroalkenes in an alcoholic medium is described. The transformation occurs via the in situ formation of a Michael adduct, followed by the alkoxide ion mediated rearrangement of the intermediate. The effect of the different alcohol and nonalcohol media on the reaction was investigated.

Iron/acetic acid mediated intermolecular tandem C–C and C–N bond formation: an easy access to acridinone and quinoline derivatives

An efficient iron/acetic acid mediated one pot reductive cyclization protocol was successfully developed for the synthesis of acridinone and quinoline derivatives. This highly efficient process proceeds under mild conditions, tolerates different functional groups, and provides various substituted acridinone and quinoline derivatives in good to excellent yields. In addition, biologically active compounds also accessed from this method.

FeCl3 Catalyzed Regioselective C-Alkylation of Indolylnitroalkenes with Amino Group Substituted Arenes

An efficient FeCl3 catalyzed protocol for the synthesis of amino functionalized indolylnitroalkanes from easily available precursor indolylnitroalkenes and substituted amines has been developed. Regioselective C-alkylation in the presence of free amino substituted arenes occurred. The scope of this methodology shows good functional group tolerance, and further, this protocol was used to prepare indolylquinoline derivatives.

Iron/acetic acid mediated synthesis of 6,7-dihydrodibenzo[b,j][1,7]phenanthroline derivatives via intramolecular reductive cyclization

An efficient iron/acetic acid mediated intramolecular reductive cyclization protocol for the synthesis of novel 6,7-dihydrodibenzo[b,j][1,7]phenanthroline derivatives is described. In this two-step procedure, aldol addition and reductive cyclization methods are effectively utilized for the construction of C–C and C–N bonds. This highly efficient process proceeds under mild conditions, tolerates different functional groups, and provides various substituted 6,7-dihydrodibenzo[b,j][1,7]phenanthroline derivatives in good to excellent yields. In addition, various synthetic utilities of these derivatives are also described.