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10 Results Found

  • Article
  • Open Access
1,092 Views
14 Pages

Pd/Ligand-Free Synthesis of 2-Alkynylated Pyrano[4,3-d]imidazol-4-ones via One-Pot Cu-Mediated Tandem Sonogashira Coupling/Regioselective 6-endo-dig Oxacyclization Reaction

  • Abir Ayachi,
  • Abdellatif Tikad,
  • Vincent Lazeran,
  • Hassan Allouchi,
  • Marc Bletry,
  • Rafâa Besbes,
  • Mohamed Abarbri and
  • Badr Jismy

21 July 2025

Herein, we report a one-pot palladium- and ligand-free tandem Sonogashira coupling/regioselective 6-endo-dig oxacyclization reaction of 2,4-diiodo-1-methyl-imidazole-5-carboxylic acid with terminal alkynes mediated by Copper(I). This impressive appro...

  • Article
  • Open Access
4 Citations
3,342 Views
9 Pages

20 January 2023

Dearomative borylation of coumarins and chromenes via conjugate addition represents a relatively unexplored and challenging task. To address this issue, herein, we report a new and general copper (I) catalyzed dearomative borylation process to synthe...

  • Article
  • Open Access
3 Citations
2,831 Views
17 Pages

A small library of 1H-benzo[4,5]imidazo[1,2-c][1,3]oxazin-1-one derivatives was prepared in good to excellent yields, involving a Ag2CO3/TFA-catalyzed intramolecular oxacyclization of N-Boc-2-alkynylbenzimidazole substrates. In all experiments, the 6...

  • Article
  • Open Access
1 Citations
3,222 Views
16 Pages

tert-Butyl Nitrite-Induced Radical Nitrile Oxidation Cycloaddition: Synthesis of Isoxazole/Isoxazoline-Fused Benzo 6/7/8-membered Oxacyclic Ketones

  • Jian-Kang Cao,
  • Tian-Zheng Cao,
  • Qian-Wen Yue,
  • Ying Ma,
  • Chuan-Ming Yang,
  • Hong-Xi Zhang,
  • Ya-Chen Li,
  • Qiao-Ke Dong,
  • Yan-Ping Zhu and
  • Yuan-Yuan Sun

A practical metal-free and additive-free approach for the synthesis of 6/7/8-membered oxacyclic ketone-fused isoxazoles/isoxazolines tetracyclic or tricyclic structures is reported through Csp3–H bond radical nitrile oxidation and the intramole...

  • Proceeding Paper
  • Open Access
1 Citations
3,108 Views
9 Pages

Intramolecular Cyclization of Alkenyl Alcohols: Towards the Synthesis of Oxacycles

  • Paula González-Andrés,
  • Carlos Díez-Poza,
  • Laura Fernández-Peña,
  • Alberto Cherubin,
  • Yolanda Blanco and
  • Asunción Barbero

16 November 2020

The presence of tetrahydropyrans and other sized oxacycles in natural products with interesting pharmacological properties has prompted researchers to try to develop new strategies for their selective synthesis. Moreover, these methodologies enable t...

  • Article
  • Open Access
5 Citations
2,393 Views
15 Pages

Cembrane Diterpenes Possessing Nonaromatic Oxacycles from the Hainan Soft Coral Sarcophyton mililatensis

  • Ling Zhang,
  • Min Yang,
  • Zi-Hui Chen,
  • Zeng-Yue Ge,
  • Song-Wei Li,
  • Xian-Yun Yan,
  • Li-Gong Yao,
  • Lin-Fu Liang and
  • Yue-Wei Guo

19 January 2023

Documents on the chemical composition of the soft coral Sarcophyton mililatensis are sparse. The present investigation of the Hainan soft coral S. mililatensis resulted in the discovery of six new cembrane diterpenes, sarcoxacyclols A–F (1&ndas...

  • Feature Paper
  • Article
  • Open Access
6 Citations
3,412 Views
12 Pages

Intramolecular Nicholas Reaction Enables the Stereoselective Synthesis of Strained Cyclooctynes

  • Diego M. Monzón,
  • Juan Manuel Betancort,
  • Tomás Martín,
  • Miguel Ángel Ramírez,
  • Víctor S. Martín and
  • David Díaz Díaz

15 March 2021

Cyclic products can be obtained through the intramolecular version of the Nicholas reaction, which requires having the nucleophile connected to the alkyne unit. Here, we report the synthesis of 1-oxa-3-cyclooctynes starting from commercially availabl...

  • Article
  • Open Access
3 Citations
3,543 Views
14 Pages

30 March 2023

A convenient regioselective synthesis of allyl- and vinylsilyl alcohols, from a common precursor, was described, by selecting the appropriate reaction conditions. Allyl- and vinylsilyl alcohols were tested in silyl-Prins cyclizations for the preparat...

  • Article
  • Open Access
1 Citations
2,523 Views
11 Pages

6 December 2021

The regioselective ring opening of epoxy alcohols is an effective method for the synthesis of different types of oxacycles. The 5-exo opening being preferred vs. the 6-endo mode, according to Baldwin rules, the use of silyl-substituted oxiranes has b...

  • Review
  • Open Access
38 Citations
7,728 Views
32 Pages

Expanding Monomers as Anti-Shrinkage Additives

  • Philipp Marx and
  • Frank Wiesbrock

6 March 2021

Commonly, volumetric shrinkage occurs during polymerizations due to the shortening of the equilibrium Van der Waals distance of two molecules to the length of a (significantly shorter) covalent bond. This volumetric shrinkage can have severe influenc...