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DOI: 10.1055/a-1932-5749
A Method for Pyrrole Synthesis through Intramolecular Cyclization of γ-Alkynyl Oximes Promoted by SmI2
The study was supported by the Project of Scientific and Technologic Infrastructure of Suzhou (No. SZS201207) and the National Natural Science Foundation of China (No. 21072143).
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Abstract
A new strategy for the synthesis of pyrrole through intramolecular cyclization of γ-alkynyl oximes promoted by SmI2 is reported for the first time. In contrast to the prior methods, the selection of oxime instead of oxime ether or ester as substrate makes the synthetic method without accompaniment of organic waste (ArCO2H, AcOH, or ROH) because the hydroxyl group in oxime acts as the leaving group and is finally removed in the form of water molecule in the reaction. From a synthetic point of view, a series of pyrroles were obtained in this one-pot reaction with a broad scope of substrates and feasible reaction conditions.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-1932-5749.
- Supporting Information
Publication History
Received: 13 May 2022
Accepted: 29 August 2022
Accepted Manuscript online:
29 August 2022
Article published online:
22 September 2022
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