1-磺酰基-1,2,3-三唑与杂cumulenes 的跨环反应。
Transannulation of 1-sulfonyl-1,2,3-triazoles with heterocumulenes.
机构信息
Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA.
出版信息
J Am Chem Soc. 2013 Mar 27;135(12):4652-5. doi: 10.1021/ja400350c. Epub 2013 Mar 15.
Abstract
Readily available 1-mesyl-1,2,3-triazoles are efficiently converted into a variety of imidazolones and thiazoles by Rh(II)-catalyzed denitrogenative reactions with isocyanates and isothiocyanates, respectively. The proposed triazole-diazoimine equilibrium results in the formation of highly reactive azavinyl metal-carbenes, which react with heterocumulenes causing an apparent swap of 1,2,3-triazole core for another heterocycle.
摘要
易得的 1-甲磺酰基-1,2,3-三唑可通过 Rh(II)催化与异氰酸酯和异硫氰酸酯的分别的脱氮反应高效转化为各种咪唑啉酮和噻唑。所提出的三唑重氮亚胺平衡导致高反应性的氮烯金属卡宾的形成，这些卡宾与杂二烯反应导致 1,2,3-三唑核心与另一个杂环的明显交换。
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