Asymmetric synthesis of 1H-pyrazolo[3,4-b]pyridine analogues catalyzed by chiral-at-metal Rh(iii) complexes

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(19), P. 5385 - 5389

Published: Jan. 1, 2024

An efficient asymmetric Friedel–Crafts-type alkylation/cyclization of 5-aminopyrazoles has been developed, affording corresponding pyrazolo[3,4- b ]pyridine analogues.

Language: Английский

---

Copper-Catalyzed Propargylation of Terminal Olefins to Skipped Enynes

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 27, 2025

A highly efficient and easy to operate method for synthesizing skipped enynes catalyzed by copper has been reported the first time. wide variety of were obtained in acceptable good yields employing nonactivated terminal olefins as nucleophiles under mild conditions. This protocol features broad substrate scope high functional group tolerance, therefore enabling late-stage functionalization a scale-up experiment further highlight synthetic utility.

Language: Английский

---

Switchable Chemoselectivity in [3 + 3] Annulation of β,γ-Unsaturated α-Ketoesters and 1H-Pyrazol-5-amines by Cooperative Acid Catalysis with Ni^II and In^I

Organic Letters, Journal Year: 2024, Volume and Issue: 26(32), P. 6894 - 6899

Published: Aug. 5, 2024

The exchange of the metal ion from Ni(II) to In(I) leads a switch in chemoselectivity [3 + 3] annulation β,γ-unsaturated α-ketoesters and 1

Language: Английский

---

Asymmetric Synthesis of Chiral Cyclopropanes from Vinyl Sulfoxonium Ylides Catalyzed by a Chiral-at-Metal Rh(III) Complex

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 17, 2024

A chiral-at-metal Rh(III) complex-mediated [2+1] cyclization of vinyl sulfoxonium ylides with α,β-unsaturated 2,2-acylimidazoles has been demonstrated for the first time. This work provides a practical approach assembling 1,2,3-trisubstituted chiral cyclopropane alkyl structural units, which had advantages such as wide range substrates, good functional group tolerance, and mild reaction conditions. In addition, further amplification experiments transformation cycloaddition products were carried out to highlight practicality method.

Language: Английский

---

Asymmetric electrophilic functionalization of amino-substituted heteroaromatic compounds: a convenient tool for the enantioselective synthesis of nitrogen heterocycles.

Chemical Communications, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

The catalytic asymmetric electrophilic functionalization of the less reactive N-heteroaromatic compounds has been reported using approach introduction an exocyclic amino substituent.

Language: Английский

---

Asymmetric Synthesis of Polycyclic Heterocyclic Compounds via Friedel–Crafts Reaction/Cyclization Reaction Catalyzed by Nickel Catalyst

Organic Letters, Journal Year: 2024, Volume and Issue: 26(46), P. 9877 - 9884

Published: Nov. 11, 2024

The first highly enantioselective asymmetric Friedel-Crafts reaction/cyclization reaction of 5-aminopyrazoles with 3-alkenyloxindoles to afford polycyclic heterocyclic compounds bearing an all-carbon quaternary stereocenter catalyzed by a complex Ni

Language: Английский

---

Asymmetric Synthesis of Optically Active Pyrazolidines or Pyrazoline Derivatives via Ni(II)-Bipyridine-N,N′-dioxide Complexes

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 25, 2024

Easily obtainable and efficient chiral

Language: Английский

---