Iridium-Catalyzed Regio- and Enantioselective N-Allylation of Pyrazoles with Dienyl/Monoallylic Alcohols

Organic Letters, Journal Year: 2024, Volume and Issue: 26(18), P. 3966 - 3971

Published: April 26, 2024

Here we report the first example of iridium-catalyzed asymmetric

Language: Английский

---

Enantioselective Synthesis of N-Substituted Indoles with α,β-Stereocenters via Sequential Aza-Piancatelli/Cyclization Reactions

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: April 29, 2025

A sequence of catalytic asymmetric aza-Piancatelli rearrangement and Pd-catalyzed cyclization has been developed to construct chiral N-substituted indoles featuring α,β-consecutive stereocenters. This indole framework, bearing α,β-chiral centers, is a prevalent structural motif in natural products biologically active molecules, yet enantioselective methods for its preparation remain scarce. protocol offers efficient access diverse array derivatives with stereocenters, achieving high yields excellent enantioselectivities.

Language: Английский

---

Atroposelective Construction of Tetrasubstituted Axially Chiral Alkene Frameworks

Synthesis, Journal Year: 2023, Volume and Issue: 56(12), P. 1862 - 1872

Published: Dec. 14, 2023

Abstract The construction of axially chiral alkene frameworks is currently one hottest topics in the field organic synthetic chemistry. Compared to traditional molecules, such as biaryls, heterobiaryls, and anilides, synthesis alkenes far more challenging, especially for acyclic tetrasubstituted analogues. In this review, we summarized development strategies analogues, including asymmetric difunctionalization, C–H functionalization, cross-coupling, (dynamic) kinetic resolution, allylic substitution-isomerization. 1 Introduction 2 Synthesis Cyclic Tetrasubstituted Axially Chiral Alkenes 3 Acyclic 4 Summary Outlook

Language: Английский

---

Enantioselective Synthesis of Axially Chiral Sulfone-Containing Styrenes Based on Ion-Exchange Strategy

Organic Letters, Journal Year: 2024, Volume and Issue: 26(17), P. 3498 - 3502

Published: April 25, 2024

A novel ion exchange strategy has been developed to enable the asymmetric construction of axially chiral sulfone-containing styrenes. This approach provides a practical synthesis pathway for various styrenes with good yields, exceptional enantioselectivities, and nearly complete E/Z selectivities. Additionally, reaction mechanism is elucidated in detail through density functional theory (DFT) calculations.

Language: Английский

---

Synthesis of Branch-Type 3-Allylindoles from N-Alkyl-N-cinnamyl-2-ethynylaniline Derivatives Using π–Allylpalladium Chloride Complex as a Catalyst

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(11), P. 8111 - 8119

Published: May 10, 2024

The reaction of N-alkyl-N-cinnamyl-2-ethynylaniline derivatives 1 via annulation and aza-Claisen-type rearrangement easily afforded corresponding branch-type 3-allylindoles 2 with high regioselectivities in good yields using π-allylpalladium chloride complex as a catalyst.

Language: Английский

---

Palladium-Catalyzed Reaction of Indolines with Dihydropyrroles: Access to N-Alkylated Indoles

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(14), P. 9990 - 10003

Published: July 3, 2024

Palladium-catalyzed reaction of indolines with 1-acyl-2,3-dihydro-1

Language: Английский

---

Expanding the Horizons of Suzuki Reactions: Pd‐PEPPSI–Mediated Traditional and Decarbonylative Couplings With Diverse Assure Analogues

Applied Organometallic Chemistry, Journal Year: 2024, Volume and Issue: 38(12)

Published: Aug. 26, 2024

ABSTRACT We have developed a highly efficient, ligand‐free Suzuki–Miyaura cross‐coupling protocol employing our lab‐prepared air and moisture‐stable Pd‐PEPPSI catalysts. The reaction of ethyl 2‐{4‐[(6‐chloroquinoxalin‐2‐yl)oxy]phenoxy}propionate (Assure) with various boronic acids afforded both traditional decarbonylative coupling products in high yields. catalyst's steric influence was assessed computationally using %Vbur calculations. pathway proved more efficient than the under these conditions. Additionally, regioselectivity studies been conducted on variety Assure analogues. This method excels efficiency, requiring minimal catalyst, moderate temperatures, rapid completion.

Language: Английский

---

Recent Advances in (Di)Azafluorene Chemistry (A Review)

Russian Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 60(11), P. 2086 - 2107

Published: Nov. 1, 2024

Language: Английский

---