title: Silver-Catalyzed [2+1] Cyclopropenation of Alkynes with Unstable Diazoalkanes: N-Nosylhydrazones as Room-Temperature Decomposable Diazo Surrogates.
abstract: The [2+1] cycloaddition of alkynes with diazo compounds represents one of the most powerful and reliable methods for the construction of cyclopropenes. However, it remains a formidable challenge to accomplish the cyclopropenation of alkynes with non-stabilized diazoalkanes, owing to the fact that such compounds are unstable and prone to detonation. Herein, we report a general silver-catalyzed cyclopropenation reaction of alkynes with unstable diazoalkanes, by for the first time the discovery and application of N-nosylhydrazones as room-temperature decomposiable diazo surrogates. This method allows for the efficient assembly a wide variety of cyclopropene derivatives that are otherwise difficult to access by conventional methods.
authors.affiliation: Jilin Province Key Laboratory of Organic Functional Molecular, Design & Synthesis, Department of Chemistry, Northeast Normal University, Changchun, 130024, P. R. China.
authors.forename: Zhaohong
authors.initials: Z
authors.lastname: Liu
authors.affiliation: Jilin Province Key Laboratory of Organic Functional Molecular, Design & Synthesis, Department of Chemistry, Northeast Normal University, Changchun, 130024, P. R. China.
authors.forename: Qiangqiang
authors.initials: Q
authors.lastname: Li
authors.affiliation: Jilin Province Key Laboratory of Organic Functional Molecular, Design & Synthesis, Department of Chemistry, Northeast Normal University, Changchun, 130024, P. R. China.
authors.forename: Peiqiu
authors.initials: P
authors.lastname: Liao
authors.affiliation: Jilin Province Key Laboratory of Organic Functional Molecular, Design & Synthesis, Department of Chemistry, Northeast Normal University, Changchun, 130024, P. R. China.|State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin, 300071, P. R. China.
authors.forename: Xihe
authors.identifier: http://orcid.org/0000-0002-6694-6742
authors.initials: X
authors.lastname: Bi
keywords: N-nosylhydrazones; alkynes; cylopropenation; diazo surrogates; silver