Aerobic oxidative N-dealkylation of tertiary amines in aqueous solution catalyzed by rhodium porphyrins.

نویسندگان

  • Zhen Ling
  • Lin Yun
  • Lianghui Liu
  • Bing Wu
  • Xuefeng Fu
چکیده

Aerobic oxidative N-dealkylation of a variety of aliphatic tertiary amines and anilines catalyzed by rhodium(III) tetra (p-sulfonatophenyl) porphyrin ((TSPP)Rh(III)) is achieved in aqueous solution using dioxygen as the sole oxidant.

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

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

(E)-α,β-unsaturated amides from tertiary amines, olefins and CO via Pd/Cu-catalyzed aerobic oxidative N-dealkylation.

A novel Pd/Cu-catalyzed chemoselective aerobic oxidative N-dealkylation/carbonylation reaction has been developed. Tertiary amines are utilized as a "reservoir" of "active" secondary amines in this transformation, which inhibits the formation of undesired by-products and the deactivation of the catalysts. This protocol allows for an efficient and straightforward construction of synthetically us...

متن کامل

Aerobic oxidation of alcohols catalyzed by rhodium(III) porphyrin complexes in water: reactivity and mechanistic studies.

Selective oxidation of alcohol in water using molecular oxygen as the terminal oxidant is mediated by rhodium porphyrin complexes. Addition of methanol to an aqueous solution of (TSPP)Rh(III) resulted in observation of the key intermediate porphyrin rhodium(III) methoxide species. The activation parameters for betaC-H elimination of Rh-alkoxide were evaluated.

متن کامل

THE DEALKYLATION OF TERTIARY AMINES WITH THIOPHOSGENE AND 1-CHLOROETHYL CHLOROTHIONOFORMATE

Thiophosgene and 1-chloroethyl chlorothionoformate react readily with tertiary amines, and give the dialkylamine hydrochloride after hydrolysis of the initial product with water. Benzyl and allyl groups are cleaved in preference to methyl and other alkyl groups. The rection with the isoquinoline alkaloid narcotine occurs particularly easily.

متن کامل

The molecular basis of CYP2D6-mediated N-dealkylation: balance between metabolic clearance routes and enzyme inhibition.

N-dealkylation is a commonly observed metabolic reaction for drugs containing secondary and tertiary amines. On searching the literature, it is obvious that this reaction is far less common among cytochrome P450 2D6 catalyzed reactions compared with other cytochromes P450. The CYP2D6 pharmacophore and characteristic features in the active site cavity suggest a favored substrate orientation that...

متن کامل

Synthesis of α,α-disubstituted aryl amines by rhodium-catalyzed amination of tertiary allylic trichloroacetimidates.

The rhodium-catalyzed regioselective amination of tertiary allylic trichloroacetimidates with unactivated aromatic amines is a direct and efficient approach to the preparation of α,α-disubstituted allylic aryl amines in good yield and with excellent regioselectivity. This method is applicable to a variety of unactivated primary and secondary amines and allows for the preparation of reverse pren...

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

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

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

عنوان ژورنال:
  • Chemical communications

دوره 49 39  شماره 

صفحات  -

تاریخ انتشار 2013