Bromo-lactamization of isoxazole via neighboring group participation: toward spiro-isoxazoline γ- and δ-lactams. Issue 16 (28th March 2022)

• Record Type: Journal Article
• Authors: Das, Prasanta; Carter, Cord; Shaheen, Gulrukh; Hamme, Ashton T.
• Is Part Of: RSC advances. Volume 12:Issue 16(2022)
• Page Start: 9628
• Page End: 9636
• Publication Date: 2022-03-28
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/d2ra01070d
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : An efficient bromo-lactamization mediated neighboring group participation approach for synthesizing a novel 3D framework, spiro-isoxazoline-lactam, was developed. Abstract : Spiro-heterocycles containing natural products and synthetic analogues have a broader biomedicinal application due to their rigid 3D conformation and structural implications. In this context, constructing spiro-isoxazoline systems have continued our interest in natural products and synthetic units to investigate their novel biological activities. Herein, a bromo-lactamization mediated neighboring group participation approach has been utilized on various isoxazole-amides to construct an array of spiro-isoxazoline-lactams. The easy synthesis with diverse functionalization in the periphery of a novel 3D framework could be interesting for biomedical investigation.