Synthesis of new spiro pyrrole/pyrrolizine/thiazole derivatives via (3+2) cycloaddition reactions. (24th July 2018)

• Record Type: Journal Article
• Authors: Mali, Prakash R.; Khomane, Navnath B.; Sridhar, B.; Meshram, H. M.; Likhar, Pravin R.
• Is Part Of: New journal of chemistry. Volume 42:Number 16(2018)
• Page Start: 13819
• Page End: 13827
• Publication Date: 2018-07-24
• Subjects: Chemistry -- Periodicals; Chimie -- Périodiques; 540
• DOI: 10.1039/c8nj02127a
• Languages: English
• ISSNs: 1144-0546

Abstract

Abstract : An efficient one-pot multi-component protocol has been developed for the synthesis of novel spiro-fused pyrrole/pyrrolizine/thiazole derivatives using (3+2) cycloaddition reactions; all products were obtained in moderate to excellent yields and synthesized from commercially available starting materials. Abstract : A new series of spiro pyrrole/pyrrolizine/thiazole compounds have been synthesized using (3+2) dipolar cycloaddition via three-component condensation reactions of ninhydrin and α-amino acids with different dipolarophiles such as maleimide, malic anhydride, 2-benzyl-2-methylcyclopent-4-ene-1, 3-dione and isothiocyanates. Another four-component protocol has been developed in which ninhydrin, proline, maleimide and phenacyl bromides are reacted to afford a novel library of pyrrolizine derivatives in good yields without the use of catalyst.