✦ LIBER ✦

A simple and convenient synthesis of substituted furans and pyrroles by CuCl2-catalyzed heterocyclodehydration of 3-yne-1,2-diols and N-Boc- or N-tosyl-1-amino-3-yn-2-ols

✍ Scribed by Bartolo Gabriele; Pierluigi Plastina; Mabel V. Vetere; Lucia Veltri; Raffaella Mancuso; Giuseppe Salerno

Book ID: 104097804
Publisher: Elsevier Science
Year: 2010
Tongue: French
Weight: 229 KB
Volume: 51
Category: Article
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2010.05.001

No coin nor oath required. For personal study only.

✦ Synopsis

A simple and economical synthesis of substituted furans and pyrroles, by ligand-free CuCl 2 -catalyzed heterocyclodehydration of readily available 3-yne-1,2-diols and N-Boc-or N-tosyl-1-amino-3-yn-2-ols, respectively, is presented. Reactions are carried out in MeOH at 80-100 °C for 1-24 h and afford the corresponding heterocyclic derivatives in 53-99% isolated yields.

📜 SIMILAR VOLUMES

ChemInform Abstract: A Simple and Conven

ChemInform Abstract: A Simple and Convenient Synthesis of Substituted Furans and Pyrroles by CuCl2-Catalyzed Heterocyclodehydration of 3-Yne-1,2-diols and N-Boc- or N-Tosyl-1-amino-3-yn-2-ols.

✍ Bartolo Gabriele; Pierluigi Plastina; Mabel V. Vetere; Lucia Veltri; Raffaella M 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 23 KB 👁 2 views

Copper-Catalyzed Synthesis of Substitute

Copper-Catalyzed Synthesis of Substituted Furans and Pyrroles by Heterocyclodehydration and Tandem Heterocyclodehydration–Hydration of 3-Yne-1,2-diols and 1-Amino-3-yn-2-ol Derivatives

✍ Gabriele, Bartolo; Veltri, Lucia; Plastina, Pierluigi; Mancuso, Raffaella; Veter 📂 Article 📅 2013 🏛 American Chemical Society 🌐 English ⚖ 419 KB

Synthesis of Substituted Thiophenes by P

Synthesis of Substituted Thiophenes by Palladium-Catalyzed Heterocyclodehydration of 1-Mercapto-3-yn-2-ols in Conventional and Nonconventional Solvents

✍ Gabriele, Bartolo; Mancuso, Raffaella; Veltri, Lucia; Maltese, Vito; Salerno, Gi 📂 Article 📅 2012 🏛 American Chemical Society 🌐 English ⚖ 283 KB

ChemInform Abstract: A Convenient Synthe

ChemInform Abstract: A Convenient Synthesis of 1-Substituted 1,2,3-Triazoles via CuI/Et3N Catalyzed “Click Chemistry” from Azides and Acetylene Gas.

✍ Lu-Yong Wu; Yong-Xin Xie; Zi-Sheng Chen; Yan-Ning Niu; Yong-Min Liang 📂 Article 📅 2009 🏛 John Wiley and Sons ⚖ 24 KB 👁 2 views

ChemInform Abstract: Convenient Synthesi

ChemInform Abstract: Convenient Synthesis of 5-Substituted 2-Amino[1,2,4]triazolo[1,5-a][1,3,5]triazin-7(6H)-ones from N-Triazolide Imidates and 1,2,4-Triazole-3,5-diamine.

✍ Mehdi Khankischpur; Finn K. Hansen; Detlef Geffken 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 21 KB 👁 1 views

Total Synthesis of (+)-Alexine by Utiliz

Total Synthesis of (+)-Alexine by Utilizing a Highly Stereoselective [3+2] Annulation Reaction of an N-Tosyl-α-Amino Aldehyde and a 1,3-Bis(silyl)propene

✍ Martina Dressel; Per Restorp; Peter Somfai 📂 Article 📅 2008 🏛 John Wiley and Sons 🌐 English ⚖ 294 KB 👁 2 views

## Abstract A novel route towards the polyhydroxylated pyrrolizidine alkaloid (+)‐alexine has been developed. A key step in this synthesis is a highly stereoselective [3+2] annulation reaction of __N__‐Ts‐α‐amino aldehyde **7 a** (Ts=tosyl) and 1,3‐bis(silyl)propene **8 a** for the construction of