Photoinduced Temperature-Regulated Selective Carbene C-H Insertion for the Synthesis of Functionalized Spiro-β-lactones and -lactams

Samim Mondal, AR and Ghorai, B and Hari, DP (2023) Photoinduced Temperature-Regulated Selective Carbene C-H Insertion for the Synthesis of Functionalized Spiro-β-lactones and -lactams. In: Organic Letters .

PDF org_let_2023.pdf - Published Version Restricted to Registered users only Download (1MB) | Request a copy

Abstract

A temperature-regulated catalyst-free photoinduced selective carbene C-H insertion strategy was realized to efficiently synthesize spiro-β-lactones and -lactams, which hold considerable promise in drug discovery programs. The reaction shows broad applicability across a range of α-diazo esters and amides with various ring sizes and substituents and has been demonstrated to successfully achieve the late-stage spirocyclization of natural/bioactive compounds. The obtained products could be transformed into spiro-oxetanes, -azetidines, and -cyclopropanes, privileged scaffolds with broad utility in medicinal chemistry.

Item Type:	Journal Article
Publication:	Organic Letters
Publisher:	American Chemical Society
Additional Information:	The copyright for this article belongs to the American Chemical Society.
Keywords:	Amides; Lactams; Lactones; Temperature; amide; carbene; lactam; lactone
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	25 Jul 2023 06:10
Last Modified:	25 Jul 2023 06:10
URI:	https://eprints.iisc.ac.in/id/eprint/82611

Actions (login required)

View Item