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Generation of stereodefined (Z)-3,4-dihydronaphthalen-1(2H)-ones via copper-catalyzed annulation-cyanotrifluoromethylation of 1,7-enynes
Tetrahedron Letters ( IF 1.5 ) Pub Date : 2020-12-17 , DOI: 10.1016/j.tetlet.2020.152722
Wen-Zhe Ji , Hao-Nan Shi , Wen-Juan Hao , Ping Wei , Shu-Jiang Tu , Bo Jiang

A new three-component strategy for the copper-catalyzed annulation–cyanotrifluoromethylation of easily available 1,7-enynes with Togni’s reagent and TMSCN is developed. The reaction proceeds smoothly under mild conditions, providing a rapid and concise access to a wide range of stereodefined (Z)-3,4-dihydronaphthalen-1(2H)-ones with a quaternary carbon center in generally good yields. The protocol enjoys wide substrate scope regarding 1,7-enynes, high functional group tolerance and complete stereoselectivity.



中文翻译:

通过铜催化的1,7-烯炔的氰基-氰基三氟甲基化生成立体定义的(Z)-3,4-二氢萘-1(2 H)-

开发了一种新的由三部分组成的铜催化环化策略,即使用Togni试剂和TMSCN容易获得的1,7-烯炔的氰基三氟甲基化。该反应在温和的条件下平稳进行,可以快速,简捷地获得具有季碳中心的各种立体定义的(Z)-3,4-二氢萘-1(2H)-一,收率通常很高。该协议享有1,7-烯炔的广泛底物范围,高官能团耐受性和完全立体选择性。

更新日期:2021-01-21
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