Palladium-Catalyzed Carbothiolation of Alkenes and Alkynes for the Synthesis of Heterocycles

نویسندگان

چکیده

The intramolecular carbothiolation of unsaturated hydrocarbons using a palladium–NHC catalyst (NHC = N-heterocyclic carbene) is described. Herein, single system enables both initial activation C(sp2)–S bond through oxidative addition and formation C(sp3)–S terminal reductive elimination, unlocking completely atom-economical transfer across alkenes. reaction tolerates variety different functional groups, exhibits excellent chemoselectivity in the presence competing thioether moieties, can be applied to various alkenes alkynes. Furthermore, product derivatization was demonstrated access broad sulfur-containing compounds.

برای دانلود باید عضویت طلایی داشته باشید

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

Cationic palladium-catalyzed hydrosilylative cross-coupling of alkynes with alkenes.

A cationic palladium complex-catalyzed cross-coupling of alkynes with alkenes is presented, which occurs selectively under the hydrosilylation conditions using trichlorosilane. The unique reaction might be well understood in terms of an initial hydropalladation of a given 1-alkyne to form regioselectively a 1-alkenylpalladium species, which, in turn, undergoes easily and specifically an alkene ...

متن کامل

Palladium-Catalyzed Regio- and Stereoselective Carbothiolation of Terminal Alkynes with Azolyl Sulfides.

Palladium-catalyzed carbothiolation of terminal alkynes with azolyl sulfides affords various 2-(azolyl)alkenyl sulfides with perfect regio- and stereoselectivities. The present addition reaction proceeded through a direct cleavage of carbon-sulfur bonds in azolyl sulfides. The resulting adducts that are useful intermediates in organic synthesis are further transformed to multisubstituted olefin...

متن کامل

Synthesis of heterocycles via palladium-catalyzed oxidative addition.

Palladium-catalyzed processes have proven to be a powerful and useful tool for the synthesis of heterocycles. Palladium has found such wide utility because it affects an extraordinary number of very different reactions, including many carbon-carbon bond-forming reactions, under relatively mild reaction conditions. Furthermore, palladium can usually be used in only catalytic amounts and tolerate...

متن کامل

ذخیره 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: ACS Catalysis

سال: 2022

ISSN: ['2155-5435']

DOI: https://doi.org/10.1021/acscatal.2c01178