A rhodium-catalyzed transannulation of N-(per)fluoroalkyl-1,2,3-triazoles under microwave conditions – a general route to N-(per)fluoroalkyl-substituted five-membered heterocycles†,Chemical Communications

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A rhodium-catalyzed transannulation of N-(per)fluoroalkyl-1,2,3-triazoles under microwave conditions – a general route to N-(per)fluoroalkyl-substituted five-membered heterocycles†
Chemical Communications ( IF 4.3 ) Pub Date : 2018-03-14 00:00:00 , DOI: 10.1039/c8cc01446a
Vladimir Motornov _{1,

2,

3,

4,

5} , Athanasios Markos _{1,

2,

3,

6,

7} , Petr Beier _{1,

2,

3}

Affiliation

A rhodium-catalyzed transannulation via ring-opening of N-(per)fluoroalkyl-substituted 1,2,3-triazoles followed by cycloaddition with different nitriles, enol ethers, isocyanates and silyl ketene acetals under microwave heating provided a highly efficient route to previously unreported N-(per)fluoroalkyl-substituted imidazoles, pyrroles, imidazolones and pyrrolones, respectively. These reactions were found to be applicable to the synthesis of a variety of 5-membered heterocycles bearing different (per)fluoroalkyl substituents as well as both electron-donating and electron-withdrawing groups attached to the heterocyclic core.

中文翻译：

在微波条件下铑催化的N-（全）氟烷基-1,2,3-三唑的环转移反应-N-（全）氟烷基取代的五元杂环的一般路线†

通过N-（全）氟烷基取代的1,2,3-三唑的开环，然后与不同的腈，烯醇醚，异氰酸酯和甲硅烷基烯酮缩醛进行环加成反应，铑催化的环转移反应提供了一种高效的方法未报道的N-（全）氟烷基取代的咪唑，吡咯，咪唑酮和吡咯烷酮。发现这些反应可用于合成带有不同（全）氟烷基取代基以及连接到杂环核上的给电子和吸电子基团的各种5元杂环。

更新日期：2018-03-14

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