| Record 9191 View: Standard | Glossary HistCite Guide |
|
Author(s): Dawood KM
Title: Microwave-assisted Suzuki-Miyaura and Heck-Mizoroki cross-coupling reactions of aryl chlorides and bromides in water using stable benzothiazole-based palladium(II) precatalysts
Source: TETRAHEDRON 63 (39): 9642-9651
Date: 2007 SEP 24
Document Type: Journal : Review
DOI:
Language: English
Comment:
Address: Cairo Univ, Fac Sci, Dept Chem, Giza 12613, Egypt.
Reprint: Dawood, KM, Cairo Univ, Fac Sci, Dept Chem, Giza 12613, Egypt.
E-mail: dr_dawood@yahoo.com
Author Keywords:
KeyWords Plus: OXIME-DERIVED PALLADACYCLE; HIGH-ACTIVITY CATALYSTS; HIGHLY-ACTIVE
CATALYST; CARBON BOND FORMATION; C-C; EFFICIENT CATALYSTS; ARYLBORONIC
ACIDS; ORGANIC-SYNTHESIS; AQUEOUS SOLVENTS; COMPLEXES
Abstract: The catalytic activity of benzothiazole-based Pd(II)-complexes was evaluated in Suzuki-Miyaura and Heck-Mizoroki C-C cross-coupling reactions of aryl chlorides and bromides with olefins and arylboronic acids both under thermal as well as microwave irradiation conditions in water. The factors affecting the optimization of such reactions as well as the reusability of the Pd-precatalysts are studied. (c) 2007 Elsevier Ltd. All rights reserved.
Cited References: ALONSO DA, 2002, ADV SYNTH CATAL, V344, P172 ALONSO DA, 2002, J ORG CHEM, V67, P5588 ALONSO F, 2005, TETRAHEDRON, V61, P11771 BALEIZAO C, 2003, CHEM COMMUN, P606 BALEIZAO C, 2004, J ORG CHEM, V69, P439 BEDFORD RB, 2002, ANGEW CHEM INT EDIT, V41, P4120 BEDFORD RB, 2003, DALTON T, P4164 BELETSKAYA IP, 2000, CHEM REV, V100, P3009 BELLINA F, 2004, SYNTHESIS-STUTT 1018, P2419 BEZOU P, 1996, SYNTHESIS-STUTTG APR, P449 BIDLACK WR, 1998, PHYTOCHEMICALS NEW P BIFFIS A, 2001, J MOL CATAL A-CHEM, V173, P249 BLASER HU, 2001, FINE CHEM HETEROGENE, P389 BLASER HU, 2003, CHEM COMMUN, P293 BLASER HU, 2004, ADV SYNTH CATAL, V346, P1583 BOTELLA L, 2002, ANGEW CHEM INT EDIT, V41, P179 BOTELLA L, 2004, TETRAHEDRON LETT, V45, P1833 BOTELLA L, 2004, TETRAHEDRON, V60, P5563 BOTELLA L, 2005, J ORG CHEM, V70, P4360 BRINGMANN G, 2001, PROG CH ORG NAT PROD, V82, P1 BUSHEY DF, 1985, J ORG CHEM, V50, P2091 CABRI W, 1995, ACCOUNTS CHEM RES, V28, P2 CLIFFORD MN, 2004, PLANTA MED, V70, P1103 COLACOT TJ, 2004, ORG LETT, V6, P3731 CONSORTI CS, 2003, ORG LETT, V5, P983 CONSORTI CS, 2004, ADV SYNTH CATAL, V346, P617 COREY EJ, 1989, LOGIC CHEM SYNTHESIS CRISP GT, 1998, CHEM SOC REV, V27, P427 DAI MJ, 2004, ORG LETT, V6, P221 DASTIDAR SG, 2004, INT J ANTIMICROB AG, V23, P99 DAVIES SG, 1987, J CHEM SOC P1, P2597 DAWOOD KM, 2005, TETRAHEDRON, V61, P12121 DAWOOD KM, 2007, ARKIVOC 5, P104 DENMARK SE, 2001, ORG LETT, V3, P1073 DESAI B, 2004, TOP CURR CHEM, V242, P177 DIEDERICH F, 1998, METAL CATALYZED CROS DIEZBARRA E, 2003, ORGANOMETALLICS, V22, P4610 DOUNAY AB, 2003, CHEM REV, V103, P2945 DUPONT J, 2001, EUR J INORG CHEM AUG, P1917 DUPONT J, 2005, CHEM REV, V105, P2527 EISNOR CR, 2006, TETRAHEDRON, V62, P3395 FAIRLAMB IJS, 2005, TETRAHEDRON, V61, P9661 FARAG AM, 1997, HETEROATOM CHEM, V8, P45 FARAG AM, 1997, TETRAHEDRON, V53, P17461 FARINA V, 2004, ADV SYNTH CATAL, V346, P1553 FEUERSTEIN M, 2001, TETRAHEDRON LETT, V42, P6667 FREY GD, 2005, ORGANOMETALLICS, V24, P4416 GAI XJ, 2000, CHEM COMMUN, P2053 GALATI G, 2004, FREE RADICAL BIO MED, V37, P287 GRIECO PA, 1998, ORGANIC SYNTHESIS WA GRUBER AS, 2001, TETRAHEDRON LETT, V42, P7345 HAGELIN H, 1999, CHEM-EUR J, V5, P2413 HARBORNE JB, 1982, FLAVANOIDS ADV RES, PCH10 HAUNG ZZ, 2002, J ORG CHEM, V67, P3096 HECK RF, 1979, ACCOUNTS CHEM RES, V12, P146 HEGEDUS LS, 2002, ORGANOMETALLICS SYNT, P1123 HERRMANN WA, 1997, CHEM-EUR J, V3, P1357 HERRMANN WA, 1999, J ORGANOMET CHEM, V576, P23 HOSHINO Y, 1988, B CHEM SOC JPN, V61, P3008 HOZ A, 2005, CHEM SOC REV, V34, P164 JOHNSON I, 2003, PHYTOCHEMICAL FUNCTI KAPPE CO, 2004, ANGEW CHEM INT EDIT, V43, P6250 KIM YW, 2004, J MED CHEM, V47, P4032 KINGHORN AD, 2004, PLANTA MED, V70, P691 LEVAI A, 2004, J HETEROCYCLIC CHEM, V41, P449 LI CJ, 1993, CHEM REV, V93, P2023 LI CJ, 1997, ORGANIC REACTIONS AQ LI GY, 2001, J ORG CHEM, V66, P8677 LI JH, 2004, ORG LETT, V6, P2809 LITTKE AF, 2000, J AM CHEM SOC, V122, P4020 LITTKE AF, 2002, ANGEW CHEM INT EDIT, V41, P4176 LIU LF, 2005, J ORG CHEM, V70, P6122 LOCH JA, 2002, ORGANOMETALLICS, V21, P700 MIYAURA N, 1995, CHEM REV, V95, P2457 MIYAURA N, 2002, CROSS COUPLING REACT MORI K, 2002, J AM CHEM SOC, V124, P11572 MOWERY ME, 1999, J ORG CHEM, V64, P3266 NEGISHI EI, 2002, HDB ORGANOPALLADIUM NEGISHI EI, 1996, CHEM REV, V96, P365 OLD DW, 1998, J AM CHEM SOC, V120, P9722 PARSHALL GW, 1992, HOMOGENEOUS CATALYSI PIGNOLET LH, 1983, HOMOGENEOUS CATALYSI PROCKL SS, 2004, ANGEW CHEM INT EDIT, V43, P1881 PROCKL SS, 2005, TETRAHEDRON, V61, P9855 REETZ MT, 1998, ANGEW CHEM INT EDIT, V37, P481 ROBINSON GE, 1971, J CHEM SOC C, P3363 SAVA X, 2000, ORGANOMETALLICS, V19, P4899 SCHNYDER A, 2002, ADV SYNTH CATAL, V344, P495 SCHONING KU, 2004, TOP CUREE CHEM, V242, P241 SCHONING KU, 2004, TOP CUREE CHEM, V242, P273 SELVAKUMAR K, 2002, ORG LETT, V4, P3031 SHAHIDI F, 2004, PHENOLICS FOOD NUTR SHAUGHNESSY KH, 2001, ORG LETT, V3, P2757 SHNEIDER S, 2001, HELV CHIM ACTA, V84, P735 SOEDERBERG BCG, 2003, COORDIN CHEM REV, V241, P147 SOLODENKO W, 2004, SYNLETT 0809, P1699 SOLODENKO W, 2005, MOL DIVERS, V9, P333 SWAHNEY SN, 1970, INDIAN J CHEM, V8, P882 WALLOW TI, 1994, J ORG CHEM, V59, P5034 WEISSMAN H, 1999, CHEM COMMUN 0921, P1901 WHITCOMBE NJ, 2001, TETRAHEDRON, V57, P7449 WOLFE JP, 1999, J AM CHEM SOC, V121, P9550 YAMADA YMA, 2003, J ORG CHEM, V68, P7733 YANG D, 2004, ORG LETT, V6, P1577 YIN JJ, 2002, J AM CHEM SOC, V124, P1162 YOUNG DY, 2004, PHYTOMEDICINE, V11, P303 ZAPF A, 2000, CHEM-EUR J, V6, P1830 ZAPF A, 2001, CHEM-EUR J, V7, P2908 ZHANG W, 2004, TETRAHEDRON LETT, V45, P8921 |