Palladium-catalyzed reductive homocoupling of N'-tosyl arylhydrazines.
نویسندگان
چکیده
A novel procedure for the preparation of biaryl compounds by Pd-catalyzed homocoupling of N'-tosyl arylhydrazine has been described. N'-Tosyl arylhydrazine, as a readily available and stable coupling partner, demonstrated its generality in the homocoupling reactions. The scope of the reaction and possible mechanism have also been investigated.
منابع مشابه
Pii: S0040-4039(02)00328-3
Palladium-catalyzed homocoupling reaction of aryl boronic acids has been developed using a protocol similar to the well-documented crosscoupling reaction. -Halocarbonyl compounds are applied to initiate the reaction via oxidative addition to a palladium(0) species. The resulting palladium enolate halide can promote the double transmetallation. Reductive elimination generates the desire homocoup...
متن کاملPalladium-catalyzed homocoupling reactions between two Csp(3)-Csp(3) centers.
[reaction: see text] A novel palladium-catalyzed coupling reaction between two Csp(3)-Csp(3) centers has been investigated. This protocol is initiated by the oxidative addition of an alpha-halo carbonyl compound to a palladium(0) species, followed by the double transmetalation. The key dialkyl palladium intermediate undergoes reductive elimination to form the desired coupling product.
متن کاملPalladium-catalyzed aerobic oxidative cross-coupling of arylhydrazines with terminal alkynes.
The palladium-catalyzed Sonogashira-type aerobic oxidative coupling of arylhydrazines with terminal alkynes via C-N bond cleavage has been developed; internal alkynes were afforded with a broad substrate scope. This reaction proceeds under copper- and base-free conditions with molecular oxygen as the sole oxidant and nitrogen and water as the only by-products.
متن کاملTransmetalation of palladium enolate and its application in palladium-catalyzed homocoupling of alkynes: a room-temperature, highly efficient route to make diynes.
A novel pathway for the homocoupling reaction has been achieved using a similar protocol as the cross-coupling reaction. Ethyl bromoacetate is chosen to initiate the coupling reaction through oxidative addition to a Pd(0) species, and an PdBr(enolate) intermediate is formed. This intermediate can undergo double transmetalation with an alkynyl copper reagent, and reductive elimination produces a...
متن کاملSelective synthesis of dibenzo[a,c]cyclooctatetraenes via palladium-catalyzed [4+4] cyclic homocoupling of borylvinyl iodobenzene derivatives.
Dibenzo[a,c]cyclooctatetraenes were selectively generated in good yields from the palladium-catalyzed [4+4] cyclic homocoupling of borylvinyl iodobenzene derivatives, which were prepared via the selective Suzuki-Miyaura cross-coupling of the gem-diboryl reagents with iodo compounds.
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید
ثبت ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- Organic & biomolecular chemistry
دوره 11 46 شماره
صفحات -
تاریخ انتشار 2013