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Literature DB >> 23049146

Microwave-assisted synthesis of macrocycles via intramolecular and/or bimolecular Ullmann coupling.

Li Shen¹, Charles J Simmons, Dianqing Sun.

Abstract

Microwave-assisted synthesis of macrocyclic diaryl ethers via intramolecular and/or bimolecular Ullmann coupling is described. Using the optimized conditions, a panel of macrocycles, with different substitution patterns, ring sizes, and linkers, has been successfully synthesized using microwave irradiation. To the best of our knowledge, this work represents the first examples of the microwave-assisted synthesis of macrocyclic diaryl ethers via intramolecular and/or bimolecular Ullmann coupling.

Entities: Chemical Disease

Year: 2012 PMID： 23049146 PMCID： PMC3462461 DOI： 10.1016/j.tetlet.2012.05.142

Source DB: PubMed Journal: Tetrahedron Lett ISSN： 0040-4039 Impact factor: 2.415

21 in total

1. Aryl-aryl bond formation one century after the discovery of the Ullmann reaction.

Authors: Jwanro Hassan; Marc Sévignon; Christel Gozzi; Emmanuelle Schulz; Marc Lemaire
Journal: Chem Rev Date: 2002-05 Impact factor: 60.622

2. Cyclic semipeptoids: peptoid-organic hybrid macrocycles.

Authors: Ernest Nnanabu; Kevin Burgess
Journal: Org Lett Date: 2006-03-30 Impact factor: 6.005

3. Optimized synthesis of hydrogen-bond surrogate helices: surprising effects of microwave heating on the activity of Grubbs catalysts.

Authors: Ross N Chapman; Paramjit S Arora
Journal: Org Lett Date: 2006-12-07 Impact factor: 6.005

4. Chemoenzymatic synthesis of the polyketide macrolactone 10-deoxymethynolide.

Authors: Courtney C Aldrich; Lakshmanan Venkatraman; David H Sherman; Robert A Fecik
Journal: J Am Chem Soc Date: 2005-06-29 Impact factor: 15.419

Review 5. Microwave-assisted synthesis in water as solvent.

Authors: Doris Dallinger; C Oliver Kappe
Journal: Chem Rev Date: 2007-04-24 Impact factor: 60.622

6. Total synthesis of bulbophylol-B.

Authors: Jinshun Lin; Weige Zhang; Nan Jiang; Zeyu Niu; Kai Bao; Liang Zhang; Dailin Liu; Chao Pan; Xinsheng Yao
Journal: J Nat Prod Date: 2008-10-29 Impact factor: 4.050

7. A new biarylphosphine ligand for the Pd-catalyzed synthesis of diaryl ethers under mild conditions.

Authors: Luca Salvi; Nicole R Davis; Siraj Z Ali; Stephen L Buchwald
Journal: Org Lett Date: 2011-12-19 Impact factor: 6.005

8. Synthesis and evaluation of macrocyclic diarylether heptanoid natural products and their analogs.

Authors: Vashti C Bryant; G D Kishore Kumar; Abijah M Nyong; Amarnath Natarajan
Journal: Bioorg Med Chem Lett Date: 2011-11-11 Impact factor: 2.823

9. A Unified Strategy toward the Synthesis of Acerogenin-Type Macrocycles: Total Syntheses of Acerogenins A, B, C, and L and Aceroside IV.

Authors: Gabriela Islas Gonzalez; Jieping Zhu
Journal: J Org Chem Date: 1999-02-05 Impact factor: 4.354

Review 6. Microwave-Assisted Syntheses of Bioactive Seven-Membered, Macro-Sized Heterocycles and Their Fused Derivatives.

Authors: Mohsine Driowya; Aziza Saber; Hamid Marzag; Luc Demange; Khalid Bougrin; Rachid Benhida
Journal: Molecules Date: 2016-08-09 Impact factor: 4.411

6 in total

Microwave-assisted synthesis of macrocycles via intramolecular and/or bimolecular Ullmann coupling.

1. Aryl-aryl bond formation one century after the discovery of the Ullmann reaction.

2. Cyclic semipeptoids: peptoid-organic hybrid macrocycles.

3. Optimized synthesis of hydrogen-bond surrogate helices: surprising effects of microwave heating on the activity of Grubbs catalysts.

4. Chemoenzymatic synthesis of the polyketide macrolactone 10-deoxymethynolide.

Review 5. Microwave-assisted synthesis in water as solvent.

6. Total synthesis of bulbophylol-B.

7. A new biarylphosphine ligand for the Pd-catalyzed synthesis of diaryl ethers under mild conditions.

8. Synthesis and evaluation of macrocyclic diarylether heptanoid natural products and their analogs.

9. A Unified Strategy toward the Synthesis of Acerogenin-Type Macrocycles: Total Syntheses of Acerogenins A, B, C, and L and Aceroside IV.

10. Bispyridinium dienes: histone deacetylase inhibitors with selective activities.

1. Synthesis and antibacterial evaluation of macrocyclic diarylheptanoid derivatives.

2. Syntheses and evaluation of macrocyclic engelhardione analogs as antitubercular and antibacterial agents.

3. RECENT SYNTHETIC DEVELOPMENTS AND APPLICATIONS OF THE ULLMANN REACTION. A REVIEW.

Review 4. Recent Advances in Macrocyclic Drugs and Microwave-Assisted and/or Solid-Supported Synthesis of Macrocycles.

Review 5. Macrocyclic drugs and synthetic methodologies toward macrocycles.

Review 6. Microwave-Assisted Syntheses of Bioactive Seven-Membered, Macro-Sized Heterocycles and Their Fused Derivatives.