Copper-catalyzed C(sp3)-H alkylation of fluorene with primary and secondary alcohols using a borrowing hydrogen method

被引：2

作者：

Saha, Ratnakar ^{[1
]}

Maharana, Suraj Kumar ^{[1
]}

Jana, Narayan Ch. ^{[1
]}

Bagh, Bidraha ^{[1
]}

机构：

[1] Natl Inst Sci Educ & Res NISER, OCC Homi Bhabha Natl Inst, Sch Chem Sci, Khurja 752050, Odisha, India

来源：

CHEMICAL COMMUNICATIONS | 2024年 / 60卷 / 74期

关键词：

ALPHA-ALKYLATION; N-ALKYLATION; KETONES; COMPLEXES; PHOTOLUMINESCENCE; SULFONAMIDES;

D O I：

10.1039/d4cc03310h

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Despite the limited success of copper-catalyzed alkylations, (NNS)CuCl proved to be an effective catalyst for the sp(3) C-H alkylation of fluorene with alcohols. Various primary alcohols and challenging secondary alcohols were successfully used. The practical applicability of the method was effectively tested with several post-functionalization reactions. This copper-catalyzed alkylation of fluorene involved a borrowing hydrogen mechanism.

引用

收藏

页码：10144 / 10147

页数：4

相关论文

共 48 条

[11] Copper-catalyzed asymmetric allylic alkylation [J].

Falciola, Caroline A. ;

Alexakis, Alexandre .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2008, 2008 (22) :3765-3780

[12] Catalytic Transfer Hydrogenation of Lignocellulosic Biomass Model Compounds Furfural and Vanillin with Ethanol by an Air-stable Iron(II) Complex [J].

Ghosh, Rahul ;

Behera, Rakesh R. ;

Panda, Surajit ;

Behera, Sandeep K. ;

Jana, Narayan Ch ;

Bagh, Bidraha .

CHEMCATCHEM, 2023, 15 (03)

[13]

haikh, 2020, J ORG CHEM, V85, P2277

[14] Borrowing hydrogen in the activation of alcohols [J].

Hamid, Malai Haniti S. A. ;

Slatford, Paul A. ;

Williams, Jonathan M. J. .

ADVANCED SYNTHESIS & CATALYSIS, 2007, 349 (10) :1555-1575

[15] Copper-catalyzed tandem oxidative synthesis of quinazolinones from 2-aminobenzonitriles and benzyl alcohols [J].

Hu, Yongke ;

Li, Shaozhong ;

Li, Huaju ;

Li, Yanxing ;

Li, Jin ;

Duanmu, Chuansong ;

Li, Bindong .

ORGANIC CHEMISTRY FRONTIERS, 2019, 6 (15) :2744-2748

[16]

Huo YM, 2025, GREEN SYNTH CATAL, V6, P114, DOI 10.1016/j.gresc.2023.11.004

[17] 3d-Metal Catalyzed N- and C-Alkylation Reactions via Borrowing Hydrogen or Hydrogen Autotransfer [J].

Irrgang, Torsten ;

Kempe, Rhett .

CHEMICAL REVIEWS, 2019, 119 (04) :2524-2549

[18] Manganese Catalyzed α-Alkylation of Nitriles with Primary Alcohols [J].

Jana, Akash ;

Reddy, C. Bal ;

Maji, Biplab .

ACS CATALYSIS, 2018, 8 (10) :9226-9231

[19] Selective aerobic oxidation of biomass model compound veratryl alcohol catalyzed by air-stable copper(ii) complexes in water [J].

Jana, Narayan Ch. ;

Behera, Sourav ;

Maharana, Suraj Kumar ;

Behera, Rakesh R. ;

Bagh, Bidraha .

CATALYSIS SCIENCE & TECHNOLOGY, 2023, 13 (18) :5422-5434

[20] Aerobic oxidation of vanillyl alcohol to vanillin catalyzed by air-stable and recyclable copper complex and TEMPO under base-free conditions [J].

Jana, Narayan Ch ;

Sethi, Subrat ;

Saha, Ratnakar ;

Bagh, Bidraha .

GREEN CHEMISTRY, 2022, 24 (06) :2542-2556

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