Rh-catalyzed oxidative C-C bond formation and C-N bond cleavage: direct access to C2-olefinated free (NH)-indoles and pyrroles.

نویسندگان

  • Satyasheel Sharma
  • Sangil Han
  • Mirim Kim
  • Neeraj Kumar Mishra
  • Jihye Park
  • Youngmi Shin
  • Jimin Ha
  • Jong Hwan Kwak
  • Young Hoon Jung
  • In Su Kim
چکیده

The rhodium-catalyzed oxidative C2-olefination of indoles and pyrroles containing N-arylcarboxamide directing groups with a range of alkenes and subsequent cleavage of directing groups is described. This method provides direct and efficient access to C2-functionalized free (NH)-heterocycles.

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

Direct C-arylation of free (NH)-indoles and pyrroles catalyzed by Ar-Rh(III) complexes assembled in situ.

Ar-Rh(III) pivalate complexes assembled in situ from the reaction of [RhCl(coe)2]2 (coe = cis-cyclooctene), [p-(CF3)C6H4]3P, and CsOPiv effectively catalyzed the direct C-arylation of free (NH)-indoles and (NH)-pyrroles in good yields and with high regioselectivity. The reaction displayed excellent functional group compatibility and low moisture sensitivity. Kinetics studies support a mechanism...

متن کامل

Rhodium-catalyzed oxidative C2-acylation of indoles with aryl and alkyl aldehydes.

A rhodium-catalyzed oxidative C2-acylation of indoles with aryl and alkyl aldehydes via C-H bond activation is described. The reaction is highly atom-economic and provides easy access to a wide variety of 2-aroylindoles.

متن کامل

Rh(III)-Catalyzed C-H Amidation of Indoles with Isocyanates.

The rhodium(III)-catalyzed direct amidation of indoles and pyrroles with aryl and alkyl isocyanates is described. These transformations provide a facile and efficient construction of C2-amidated N-heterocyclic scaffolds.

متن کامل

Baker’s yeast catalyzed Henry reaction: Biocatalytic C-C bond formation

The C-C bond formation is an important reaction in organic synthesis to obtain value-added intermediates. Therefore, in this paper an attempt has been made to accelerate the Henry reaction (C-C bond formation) between aryl aldehydes and nitromethane using less expensive whole cell biocatalyst, baker’s yeast (BY). The scope of the methodology was also tested for the heteryl aldehyde i.e. 2-chlor...

متن کامل

Baker’s yeast catalyzed Henry reaction: Biocatalytic C-C bond formation

The C-C bond formation is an important reaction in organic synthesis to obtain value-added intermediates. Therefore, in this paper an attempt has been made to accelerate the Henry reaction (C-C bond formation) between aryl aldehydes and nitromethane using less expensive whole cell biocatalyst, baker’s yeast (BY). The scope of the methodology was also tested for the heteryl aldehyde i.e. 2-chlor...

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:
  • Organic & biomolecular chemistry

دوره 12 11  شماره 

صفحات  -

تاریخ انتشار 2014