2009
DOI: 10.1002/aoc.1556
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Accelerated Heck reaction using ortho‐palladated complex with controlled microwave heating

Abstract: Palladium-catalyzed Heck couplings utilizing [Pd{C 6 H 2 (CH 2 CH 2 NH 2 )-(OMe) 2 ,3,4} (µ-Br)] 2 palladacycle catalyst and microwave irradiation lead to formation of different coupling products. This complex is an active and efficient catalyst for the Heck reaction of aryl iodides, bromides and even less reactive chlorides. The cross-coupled products were produced in excellent yields. The reaction time was reduced from hours to minutes and full conversion was achieved under microwave irradiation.

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Cited by 29 publications
(22 citation statements)
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“…Nontoxic, inexpensive, and easily handled K 4 [Fe(CN) 6 ] was, for the first time, introduced as a cyanide source to the cyanation reaction [8][9][10]. Afterwards, further modifications of the protocol were reported for Pd and Cu catalyzed cyanation of aryl halides with K 4 [Fe(CN) 6 ] [11][12][13][14][15][16].…”
Section: Introductionmentioning
confidence: 99%
“…Nontoxic, inexpensive, and easily handled K 4 [Fe(CN) 6 ] was, for the first time, introduced as a cyanide source to the cyanation reaction [8][9][10]. Afterwards, further modifications of the protocol were reported for Pd and Cu catalyzed cyanation of aryl halides with K 4 [Fe(CN) 6 ] [11][12][13][14][15][16].…”
Section: Introductionmentioning
confidence: 99%
“…Microwave heating has been shown to be essentials for many types of chemical transformations, including palladium-catalyzed carbon-carbon bond couplings. [18,19] Water is the ideal green and environmentally benign solvent for the chemical transformations, and it has the highest dielectric constant among the common solvents used.…”
Section: Resultsmentioning
confidence: 99%
“…In a continuation of our recent investigations on the application of the palladacycle systems in Heck reactions [41e43] and cyanation reactions [44,45], we now wish to report the extension of [Pd{C 6 H 4 (CH 2 N(CH 2 Ph) 2 ) (m-Br)] 2 complex, as an efficient, thermally stable and non-sensitive to air and moisture catalyst for Heck coupling reaction of various types of aryl halides under traditional heating (Scheme 1).…”
Section: Introductionmentioning
confidence: 99%