Dess-Martin Periodinane (DMP) in Organic Synthesis-A Septennial Update (2015-till Date)

Current Organic Chemistry, Journal Year: 2023, Volume and Issue: 27(17), P. 1504 - 1530

Published: Sept. 1, 2023

Abstract: Dess-Martin periodinane (DMP) is one of the hypervalent iodines that most frequently utilized as an oxidizing agent in organic chemistry. The authors this septennial review have critically and methodically presented representative applications DMP synthesis from 2015 to present, including oxidations, dehydrogenations, hetero homo-dimerizations, aromatizations, thiocyanations, halogenations, dearylations, ring expansions, cyclizations, heterocyclic formation, other miscellaneous reactions. This discusses range constraints these transformations.

Language: Английский

---

Structure–Activity Studies of 1H-Imidazo[4,5-c]quinolin-4-amine Derivatives as A₃ Adenosine Receptor Positive Allosteric Modulators

Journal of Medicinal Chemistry, Journal Year: 2022, Volume and Issue: 65(22), P. 15238 - 15262

Published: Nov. 11, 2022

We previously reported 1H-imidazo[4,5-c]quinolin-4-amines as A3 adenosine receptor (A3AR) positive allosteric modulators (PAMs). A3AR agonists, but not PAMs, are in clinical trials for inflammatory diseases and liver conditions. synthesized new analogues to distinguish 2-cyclopropyl antagonist 17 (orthosteric interaction demonstrated by binding predicted computationally) from PAMs (derivatives with large 2-alkyl/cycloalkyl/bicycloalkyl groups). PAM at a hydrophobic site on the cytosolic interface. Although having low Caco-2 permeability high plasma protein binding, 2-cyclohept-4-enyl-N-3,4-dichlorophenyl, MRS7788 18, 2-heptan-4-yl-N-4-iodophenyl, MRS8054 39, derivatives were orally bioavailable rat. 2-Heptan-4-yl-N-3,4-dichlorophenyl 14 2-cyclononyl-N-3,4-dichlorophenyl 20 39 greatly enhanced Cl-IB-MECA-stimulated [35S]GTPγS Emax, only 12b trending toward decreasing agonist EC50. A feasible route radio-iodination p-position of 4-phenylamino substituent suggests potential radioligand binding. Herein, we advanced an approach developing A3AR-activating drugs that potentially event- site-specific action.

Language: Английский

---

Rhodium-catalyzed synthesis of N-substituted 3-acylpyrroles from enaminones and vinylene carbonate

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 12, 2024

We developed a cascade C–H activation/[3 + 2] annulation for enaminones and vinylene carbonate, employing the catalyst [Cp*RhCl 2 ] oxidants. This reaction allows efficient synthesis of 3-carbonylpyrroles.

Language: Английский

---

Oxidations with Iodine(V) Compounds – From Stoichiometric Compounds to Catalysts

Published: Jan. 7, 2022

Language: Английский

---

5-Bromoisoxazolidines: synthesis, reactivity and NMR study

Tetrahedron Letters, Journal Year: 2021, Volume and Issue: 70, P. 153009 - 153009

Published: March 23, 2021

Language: Английский

---