palladium-catalyzed alkylation of aryl c—h bonds with sp3 organotin reagents using benzoquinone as...

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2006 Oxazole derivatives R 0220 Palladium-Catalyzed Alkylation of Aryl C—H Bonds with sp 3 Organotin Re- agents Using Benzoquinone as a Crucial Promoter. — By the combination of direct C—H activation, batch-wise addition of tetraalkyltin reagents (20 batches every 3h), and rate enhancement by benzoquinone, the alkylated products are obtained in good yields. Microwave irradiation reduces the overall reaction time to 10h and the reaction can be carried out by adding the organotin every 0.5h. — (CHEN, X.; LI, J.-J.; HAO, X.-S.; GOODHUE, C. E.; YU*, J.-Q.; J. Am. Chem. Soc. 128 (2006) 1, 78-79; Dep. Chem., Brandeis Univ., Waltham, MA 02454, USA; Eng.) — Bartels 19- 109

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Page 1: Palladium-Catalyzed Alkylation of Aryl C—H Bonds with sp3 Organotin Reagents Using Benzoquinone as a Crucial Promoter

2006

Oxazole derivativesR 0220 Palladium-Catalyzed Alkylation of Aryl C—H Bonds with sp3 Organotin Re-

agents Using Benzoquinone as a Crucial Promoter. — By the combination of direct C—H activation, batch-wise addition of tetraalkyltin reagents (20 batches every 3h), and rate enhancement by benzoquinone, the alkylated products are obtained in good yields. Microwave irradiation reduces the overall reaction time to 10h and the reaction can be carried out by adding the organotin every 0.5h. — (CHEN, X.; LI, J.-J.; HAO, X.-S.; GOODHUE, C. E.; YU*, J.-Q.; J. Am. Chem. Soc. 128 (2006) 1, 78-79; Dep. Chem., Brandeis Univ., Waltham, MA 02454, USA; Eng.) — Bartels

19- 109