Solvent-free, open-vessel microwave-promoted Heck couplings: From the mmol to the mol scale

被引：26

作者：

Leadbeater, Nicholas E.

Williams, Victoria A.

Barnard, Thomas M.

Collins, Michael J., Jr.

机构：

[1] Univ Connecticut, Dept Chem, Storrs, CT 06269 USA

[2] CEM Microwave Technol, Matthews, NC 28104 USA

来源：

SYNLETT | 2006年 / 18期

关键词：

palladium; Heck reaction; catalysis; solvent-free; microwave;

D O I：

10.1055/s-2006-951512

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The rapid, microwave-promoted Heck coupling of aryl iodides in open reaction vessels is presented and scale-up of the reactions to the mol scale demonstrated. Reactions are performed using 0.1 mol% palladium acetate as the catalyst, sodium carbonate and tributylamine as bases and tetrabutylanimonium bromide as an additive.

引用

页码：2953 / 2958

页数：6

共 69 条

[1] Reproducibility across microwave instruments:: First example of genuine parallel scale up of compounds under microwave irradiation
Alcázar, J
Diels, G
Schoentjes, B
[J]. QSAR & COMBINATORIAL SCIENCE, 2004, 23 (10): : 906 - 910
[2] Non-conventional methodologies for transition-metal catalysed carbon-carbon coupling: a critical overview. Part 1: The Heck reaction
Alonso, F
Beletskaya, IP
Yus, M
[J]. TETRAHEDRON, 2005, 61 (50) : 11771 - 11835
[3] [Anonymous], 2002, MICROWAVES ORGANIC S
[4] Automated batch scale-up of microwave-promoted Suzuki and Heck coupling reactions in water using ultra-low metal catalyst concentrations
Arvela, RK
Leadbeater, NE
Collins, MJ
[J]. TETRAHEDRON, 2005, 61 (39) : 9349 - 9355
[5] Microwave-promoted Heck coupling using ultralow metal catalyst concentrations
Arvela, RK
Leadbeater, NE
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (05) : 1786 - 1790
[6] A simple continuous flow microwave reactor
Bagley, MC
Jenkins, RL
Lubinu, MC
Mason, C
Wood, R
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (17) : 7003 - 7006
[7] Battistuzzi G, 2002, SYNLETT, P439
[8] The heck reaction as a sharpening stone of palladium catalysis
Beletskaya, IP
Cheprakov, AV
[J]. CHEMICAL REVIEWS, 2000, 100 (08) : 3009 - 3066
[9] Microwave promoted Heck reactions using an oligo( ethylene glycol)-bound SCS palladacycle under thermomorphic conditions
Bergbreiter, DE
Furyk, S
[J]. GREEN CHEMISTRY, 2004, 6 (06) : 280 - 285
[10] Böhm VPW, 2000, CHEM-EUR J, V6, P1017, DOI 10.1002/(SICI)1521-3765(20000317)6:6<1017::AID-CHEM1017>3.0.CO

← 1 2 3 4 5 6 7 →