Alkyl halide-free heteroatom alkylation and epoxidation facilitated by a recyclable polymer-supported oxidant for the in-flow preparation of diazo compounds

Nicolle, Simon; Hayes, Chris; Moody, Christopher

Abstract

Highly reactive metal carbenes, generated from simple ketones via diazo compounds, including diazo?amides and ?phosphonates, using a recyclable reagent in?flow, are transient but versatile electrophiles for heteroatom alkylation reactions and for epoxide formation. The method produces no organic waste, with the only by?products being water, KI and nitrogen, without the attendant hazards of isolation of intermediate diazo compounds.

Citation

Nicolle, S., Hayes, C., & Moody, C. (2015). Alkyl halide-free heteroatom alkylation and epoxidation facilitated by a recyclable polymer-supported oxidant for the in-flow preparation of diazo compounds. Chemistry - A European Journal, 21(12), 4576-4579. doi:10.1002/chem.201500118

• Journal Article Type: Article
• Acceptance Date: Jan 11, 2015
• Online Publication Date: Feb 11, 2015
• Publication Date: Mar 16, 2015
• Deposit Date: Sep 14, 2017
• Print ISSN: 0947-6539
• Publisher: Wiley
• Peer Reviewed: Peer Reviewed
• Volume: 21
• Issue: 12
• Pages: 4576-4579
• DOI: https://doi.org/10.1002/chem.201500118
• Public URL: ://WOS:000350760000017
• Publisher URL: https://onlinelibrary.wiley.com/doi/full/10.1002/chem.201500118