Arylation of 2-substituted pyridines via Pd-catalyzed decarboxylative cross-coupling reactions of 2-picolinic acid.

نویسندگان

  • Xinjian Li
  • Dapeng Zou
  • Faqiang Leng
  • Chunxia Sun
  • Jingya Li
  • Yangjie Wu
  • Yusheng Wu
چکیده

The novel palladium-catalyzed decarboxylative cross-coupling reactions of 2-picolinic acid with aryl and heteroaryl bromides including benzenes, naphthalenes, pyridines and quinolines for C-C bond formation have been successfully achieved.

برای دانلود رایگان 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

Rh(III)-Catalyzed Decarboxylative Coupling of Acrylic Acids with Unsaturated Oxime Esters: Carboxylic Acids Serve as Traceless Activators

α,β-Unsaturated carboxylic acids undergo Rh(III)-catalyzed decarboxylative coupling with α,β-unsaturated O-pivaloyl oximes to provide substituted pyridines in good yield. The carboxylic acid, which is removed by decarboxylation, serves as a traceless activating group, giving 5-substituted pyridines with very high levels of regioselectivity. Mechanistic studies rule out a picolinic acid intermed...

متن کامل

An unprecedented Pd-catalyzed decarboxylative coupling reaction of aromatic carboxylic acids in aqueous medium under air: synthesis of 3-aryl-imidazo[1,2-a]pyridines from aryl chlorides.

An efficient and practical protocol for palladium-catalyzed decarboxylative arylation of imidazo[1,2-a]pyridine-3-carboxylic acids with aryl chlorides has been developed. Note that the reaction could proceed smoothly without an additive in aqueous medium under an ambient atmosphere, and the addition of H2O could effectively promote the decarboxylative arylation. Particularly noteworthy is that ...

متن کامل

Palladium-catalyzed decarboxylative acylation of O-methyl ketoximes with a-keto acids†

Aryl ketones are important structural motifs found in natural products, medicinally relevantmolecules, and functionalmaterials. In particular, 1,2-diacylbenzenes are known to be crucial synthetic precursors to construct a wide range of biologically active compounds including phthalazines, phthalimidines, isobenzofuranes, indanones, isoindoles, and isoindolines. These facts have led to increasin...

متن کامل

Palladium dichloride adduct of N,N-bis-(diphenylphosphanylmethyl)-2-aminopyridine: synthesis, structure and catalytic performance in the decarboxylative cross-coupling of 4-picolinic acid with aryl bromide.

Reaction of PdCl2 with N,N-bis-(diphenylphosphanylmethyl)-2-aminopyridine (bdppmapy) afforded a mononuclear complex [(bdppmapy)PdCl2] (). Compound was characterized by elemental analysis, IR, (1)H, (13)C and (31)P NMR, electrospray ion mass spectra (ESI-MS) and X-ray single crystal crystallography. The Pd(ii) center in is chelated by bdppmapy, showing a cis-square planar geometry. With the assi...

متن کامل

Direct arylation of benzothiazoles and benzoxazoles with aryl boronic acids.

Aryl-substituted benzothiazoles and benzoxazoles are an important class of heterocyclic compound and have shown a wide range of biological activities, such as antitumor, antiviral, and antimicrobial activities. In addition, these compounds have become essential building blocks for the synthesis of conjugated functional materials, such as industrial dyes and plant growth regulators. The conventi...

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

عنوان ژورنال:
  • Chemical communications

دوره 49 3  شماره 

صفحات  -

تاریخ انتشار 2013