Alcohols as Alkyl Synthons Enabled by Photoredox-Catalyzed Deoxygenative Activation

ACS Catalysis, Journal Year: 2024, Volume and Issue: 14(17), P. 13451 - 13496

Published: Aug. 26, 2024

Alcohols are abundant with versatile structural variety and have ample use as pivotal functional groups in numerous organic processes. Because of their frequent occurrence enumerable natural products, bioactive molecules, medicinal components, alcohol functionalities provide a promising scope research to advance the operational diversity for improving clinical success. Recent years witnessed design modern C–C C–heteroatom bond-forming approaches easily accessible commercially available unactivated aliphatic alcohols native adaptive sp3 handles, hence offering groundbreaking transformative pathways functionalization complex molecular architectures. The judicial application appropriate activating generate alkyl radical from through C–O bond fragmentation employ it potential alkylating agent unfolds unique synthetic strategies, thereby replacing obvious requirement halides. This review elaborately discusses recent trends regarding using C(sp3)-centered various chemical transformations by exploiting different activation modes disrupter under photoredox catalysis. presentation is organized nature scaffolds, kind formation, progress achieved this domain since original discovery providing illustrative examples mechanistic details, focus on difficulties future prospects.

Language: Английский

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Catalytic Decarbonylative Functionalization of C–H Bonds with Carboxylic Acids

Synlett, Journal Year: 2025, Volume and Issue: unknown

Published: March 31, 2025

Abstract Within the past decades, potential of transition-metal-catalyzed cross-coupling reactions using carboxylic acids as coupling partners has been subjected to extensive exploitation because natural abundance, ready availability, nontoxicity, stability, structural diversity, and low cost acids. Notably, recent years have witnessed intense research interest in combination decarbonylation with direct C–H bond functionalization presence transition-metal catalysts for formation various C–C bonds release CO. The approach presents a powerful alternative existing repertoire via formation. In this Account, we highlight our achievements development decarbonylative under catalysis. 1 Introduction 2 Arylation Aryl Carboxylic Acids 3 Alkenylation Alkenyl 4 Alkylation Alkyl 5 Conclusion Outlook

Language: Английский

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Pd/NBE-Catalyzed One-Pot Modular Synthesis of Tetrahydro-γ-carbolines

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

Published: April 14, 2025

Tetrahydro-γ-carbolines are especially outstanding fused heterocyclic ring systems possessing significant biological activities in the central nervous system. Here, using commercially available NBE derivatives (NBEs), we report an efficient protocol for one-pot modular synthesis of 4-substituted tetrahydro-γ-carbolines via Catellani/aza-Michael addition cascade from easily 3-iodo-1-tosyl-1H-indole, aziridines and olefins. This approach exhibits a wide substrate scope, good yields, scalability, potential extension toward Mebhydroline analogues.

Language: Английский

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Ru-Catalyzed Ortho C–H Alkylation of 4-Aryl-pyrrolo[2,3-d]pyrimidines with Diazo Compounds: An Access to Fluorescent Fused Heteroarenes

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 9, 2024

A Ru(II)-catalyzed migratory insertion of carbene into

Language: Английский

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