Synthesis of Substituted Furan/Pyrrole-3-carboxamides through a Tandem Nucleopalladation and Isocyanate Insertion
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- 作者：Manda Rajesh ; Surendra Puri ; Ruchir Kant ; Maddi Sridhar Reddy
- 刊名：Organic Letters
- 出版年：2016
- 出版时间：September 2, 2016
- 年：2016
- 卷：18
- 期：17
- 页码：4332-4335
- 全文大小：440K
- 年卷期：0
- ISSN：1523-7052
文摘
Access to furanyl- and pyrrolyl-3-carboxamides from readily available 3-alkyne-1,2-diols and 1-amino-3-alkyn-2-ols using isocyanate as amido surrogate is demonstrated. The approach constitutes a successful unprecedented combination of heteropalladation and isocyanate insertion, a new avenue for novel amide bond constructions. The mechanism likely involves a 6-membered oxaaminopalladacycle as the key intermediate.