A Deoxygenative [4+1] Annulation Involving N‐Acyldiazenes for an Efficient Synthesis of 2, 2, 5‐Trisubstituted 1, 3, 4‐Oxadiazole Derivatives. Issue 22 (14th November 2017)

• Record Type: Journal Article
• Authors: Zhou, Rong; Han, Ling; Zhang, Honghui; Liu, Rongfang; Li, Ruifeng
• Is Part Of: Advanced synthesis & catalysis. Volume 359:Issue 22(2017)
• Page Start: 3977
• Page End: 3982
• Publication Date: 2017-11-14
• Subjects: [4+1] annulation -- N-acyldiazenes -- α-dicarbonyl compounds -- 1, 3, 4-oxadiazoles -- phosphines; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.201700935
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: An unprecedented and highly efficient tris(dimethylamino)phosphine [P(NMe2 )3 ]‐mediated deoxygenative [4 + 1] annulation of N ‐acyldiazenes with α‐dicarbonyl compounds such as isatins, α‐keto esters, and α‐diketones is reported. The annulation reactions proceed smoothly under mild conditions to deliver a broad range of 2, 2, 5‐trisubstituted 1, 3, 4‐oxadiazole derivatives in moderate to excellent yields from readily available starting materials. It represents the first realization of the [4+1] annulation mode involving N ‐acyldiazenes to construct five‐membered heterocycles. Abstract :