An effective Pd nanocatalyst in aqueous media: stilbene synthesis by Mizoroki-Heck coupling reaction under microwave irradiation

被引：10

作者：

Garcia, Carolina S. ^{[1
]}

Uberman, Paula M. ^{[1
]}

Martin, Sandra E. ^{[1
]}

机构：

[1] Univ Nacl Cordoba, CONICET, INFIQC, Dept Quim Organ,Fac Ciencias Quim, Ciudad Univ, Cordoba, Argentina

来源：

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 13卷

关键词：

aqueous reaction medium; MAOS; Mizoroki-Heck reaction; Pd nanoparticle; sustainable organic synthesis; PALLADIUM NANOPARTICLES; RESVERATROL DERIVATIVES; CATALYTIC-ACTIVITY; REUSABLE CATALYST; ORGANIC-SYNTHESIS; HIGHLY EFFICIENT; ASYMMETRIC HECK; LIGAND; CARBON; SUZUKI;

D O I：

10.3762/bjoc.13.166

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Aqueous Mizoroki-Heck coupling reactions under microwave irradiation (MW) were carried out with a colloidal Pd nanocatalyst stabilized with poly(N-vinylpyrrolidone) (PVP). Many stilbenes and novel heterostilbenes were achieved in good to excellent yields starting from aryl bromides and different olefins. The reaction was carried out in a short reaction time and with low catalyst loading, leading to high turnover frequency (TOFs of the order of 100 h(-1)). The advantages like operational simplicity, high robustness, efficiency and turnover frequency, the utilization of aqueous media and simple product work-up make this protocol a great option for stilbene syntheses by Mizoroki-Heck reaction.

引用

页码：1717 / 1727

页数：11

共 50 条

[1] Synthesis of Pd(0) nanocatalyst using lignin in water for the Mizoroki-Heck reaction under solvent-free conditions
Marulasiddeshwara, M. B.
Kumar, P. Raghavendra
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 2016, 83 : 326 - 334
[2] Synthesis and characterization of mesoporous organosilica supported palladium (SBA-Pr-NCQ-Pd) as an efficient nanocatalyst in the Mizoroki-Heck coupling reaction
Moradi, Razieh
Mohammadi Ziarani, Ghodsi
Badiei, Alireza
Mohajer, Fatemeh
APPLIED ORGANOMETALLIC CHEMISTRY, 2020, 34 (12)
[3] Synthesis and Characterization of Pd exchanged MMT Clay for Mizoroki-Heck Reaction
Srivastava, Vivek
OPEN CHEMISTRY, 2018, 16 (01): : 605 - 613
[4] Mizoroki-Heck reactions promoted by microwave irradiation - Part I: general aspects, reaction media and conditions
Bonrath, Werner
Letinois, Ulla
Netscher, Thomas
Schtz, Jan
CHIMICA OGGI-CHEMISTRY TODAY, 2008, 26 (03) : 24 - 29
[5] Pd(OAc)2 without added ligand as an active catalyst for Mizoroki-Heck reaction in aqueous media
Amini, Mojtaba
Bagherzadeh, Mojtaba
Moradi-Shoeili, Zeinab
Boghaei, Davar M.
RSC ADVANCES, 2012, 2 (32): : 12091 - 12095
[6] Pd nanoparticles supported on reduced graphene oxide as an effective and reusable heterogeneous catalyst for the Mizoroki-Heck coupling reaction
Mirza-Aghayan, Maryam
Mohammadi, Marzieh
Addad, Ahmed
Boukherroub, Rabah
APPLIED ORGANOMETALLIC CHEMISTRY, 2020, 34 (04)
[7] Silica gel-supported Pd nanocatalyst: Efficient Mizoroki-Heck reactions and sustainable Ozagrel synthesis
Sarkar, Shaheen M.
Rahman, Md Lutfor
GIANT, 2024, 19
[8] The effect of framework functionality on the catalytic activation of supported Pd nanoparticles in the Mizoroki-Heck coupling reaction
Ashouri, Fatemeh
Zare, Maryam
Bagherzadeh, Mojtaba
COMPTES RENDUS CHIMIE, 2017, 20 (02) : 107 - 115
[9] Regioselective Synthesis of α-Vinyl Boronates via a Pd-Catalyzed Mizoroki-Heck Reaction
Chen, Zichuan
Isbrandt, Eric S.
Newman, Stephen G.
ORGANIC LETTERS, 2024, 26 (36) : 7723 - 7727
[10] Mizoroki-Heck coupling reaction on the surface of sepiolite clay-supported Pd/Cu nanoalloy
Aryanasab, Fezzeh
SYNTHETIC COMMUNICATIONS, 2022, 52 (04) : 521 - 534

← 1 2 3 4 5 →