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Cs2CO3 Catalyzed Intramolecular Aminocarbonylation of Alkynes: Synthesis of 3‐Amino‐1H‐inden‐1‐ones from N‐tert‐Butyl‐2‐(1‐alkynyl)benzaldimines
Advanced Synthesis & Catalysis ( IF 5.4 ) Pub Date : 2020-01-30 , DOI: 10.1002/adsc.201901349
Zhen Guo 1 , Tao Liu 1 , Xiujuan Liang 1 , Yuting Wu 1 , Tuanli Yao 1
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Synthesis of a wide variety of 3‐amino‐1H‐inden‐1‐ones from Ntert‐butyl‐2‐(1‐alkynyl)benzaldimines via intramolecular aminocarbonylation of alkynes using Cs2CO3 as catalyst and air as oxidant has been developed. This highly atom‐efficient, transition‐metal‐free reaction proceeds under thermal conditions. We propose that the reaction proceeds through an unprecedented 5‐exodig cyclization of Ntert‐butyl‐2‐(1‐alkynyl)benzaldimines and thermal rearrangement of 3‐methylene‐2λ2‐isoindolin‐1‐ols.

中文翻译:

Cs2CO3催化炔烃的分子内氨基羰基化:由N-叔丁基-2-(1-炔基)苯并二胺合成3-氨基-1H-茚满-1

的各种各样的合成3-氨基-1- ħ茚-1-酮从ñ -丁基-2-(1-炔基)经由使用铯炔烃的分子内的氨基羰基benzaldimines 2 CO 3作为催化剂和空气作为氧化剂具有已开发。这种高原子效率,无过渡金属的反应在热条件下进行。我们建议,通过了前所未有的5-反应进行外切-环化ñ -丁基-2-(1-炔基)benzaldimines和3-亚甲基2λ热重排2 -isoindolin -1-醇。
更新日期:2020-01-31
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