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Rh(II)‐Catalyzed Denitrogenative Reaction of 1,2,3‐Triazolyl Esters with Indoles or Arenes: Efficient Synthesis of Homotryptamines or Allylamines
Advanced Synthesis & Catalysis ( IF 5.4 ) Pub Date : 2020-07-17 , DOI: 10.1002/adsc.202000632
Kuntal Pal 1 , Geetanjali S. Sontakke 1 , Chandra M. R. Volla 1
Affiliation  

An efficient strategy for the synthesis of structurally diverse homotryptamines and allyl amines via a Rh(II)‐catalyzed tandem reaction of 1,2,3‐triazolyl esters with either indoles or 1,3,5‐trimethoxybenzene has been developed. The reaction proceeds via Rh(II)‐catalyzed intramolecular rearrangement of triazoles into 1‐azadienes followed by regioselective nucleophilic addition. The efficiency of the current protocol was illustrated by broad substrate scope, gram scale synthesis and further functionalization of homotryptamines into other biologically relevant heterocycles.

中文翻译:

Rh(II)催化的1,2,3-三唑基酯与吲哚或芳烃的脱氮反应:高效合成的同色胺或烯丙胺

通过1,2,3-三唑基酯与吲哚或1,3,5-三甲氧基苯的Rh(II)催化串联反应,已开发出一种有效的策略来合成结构多样的高色胺和烯丙基胺。该反应通过Rh(II)催化的三唑分子内重排反应成1-氮杂二烯,然后进行区域选择性亲核加成反应。当前方案的效率通过广泛的底物范围,克规模的合成以及高色胺到其他生物学相关杂环的进一步官能化得到说明。
更新日期:2020-09-05
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