Efficient Suzuki-Miyaura Coupling of Deactivated Aryl Chlorides Catalyzed by an Oxime Palladacycle
نویسندگان
چکیده
منابع مشابه
New cyclopalladated benzothiophenes: a catalyst precursor for the Suzuki coupling of deactivated aryl chlorides.
Dimeric benzothiophene-based palladacycles were synthesized from thioanisole-substituted perfluoroalkyl propargyl imines and palladium(II) salts via an intramolecular thiopalladation pathway. The treatment of benzothiophene-based palladacycles with an excess of phosphine ligands in benzene at room temperature selectively afforded trans-bis(phosphine) palladium complexes in good yields. The tran...
متن کاملTriazole-based monophosphines for Suzuki-Miyaura coupling and amination reactions of aryl chlorides.
[reaction: see text] A new class of triazole-based monophosphine 1 (ClickPhos) has been prepared via efficient 1,3-dipolar cycloadditions of readily available azides and acetylenes. Palladium complexes derived from these ligands provide highly active catalysts for Suzuki-Miyaura coupling and amination reactions of aryl chlorides.
متن کاملSuzuki-Miyaura coupling of heteroaryl boronic acids and vinyl chlorides.
A protocol for the Suzuki-Miyaura coupling of heteroaryl boronic acids and vinyl chlorides that minimizes protodeboronation is described. A combination of catalytic amounts of Pd(OAc)(2) and SPhos in conjunction with CsF in isopropanol effectively affords a variety of coupled products. Surprisingly, a dramatic temperature dependence in product selectivity was observed.
متن کاملPalladacycle-catalyzed decarboxylative coupling of alkynyl carboxylic acids with aryl chlorides under air.
A highly efficient and practical protocol for palladacycle-catalyzed decarboxylative coupling of alkynyl carboxylic acids with aryl chlorides was developed. The reaction could proceed smoothly in air within 3 h under optimized reaction conditions (1 mol % of palladacycle, 4 mol % of Xphos, 2.0 equiv of K2CO3 in xylene/H2O), affording the corresponding internal alkynes in mostly good to excellen...
متن کاملNew air-stable catalysts for general and efficient suzuki-miyaura cross-coupling reactions of heteroaryl chlorides.
[reaction: see text] New air-stable PdCl(2){P(t)Bu(2)(p-R-Ph)}(2) (R = H, NMe(2), CF(3),) complexes represent simple, general, and efficient catalysts for the Suzuki-Miyaura cross-coupling reactions of aryl halides including five-membered heteroaryl halides and heteroatom-substituted six-membered heteroaryl chlorides with a diverse range of arylboronic acids. High product yields (89-99% isolate...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
ژورنال
عنوان ژورنال: Synlett
سال: 2009
ISSN: 0936-5214,1437-2096
DOI: 10.1055/s-0029-1218285