Expedient synthesis of a phenanthro-imidazo-pyridine fused heteropolynuclear framework via CDC coupling: a new class of luminophores.

نویسندگان

  • Biswadip Banerji
  • Satadru Chatterjee
  • K Chandrasekhar
  • Suvankar Bera
  • Leena Majumder
  • Chandraday Prodhan
  • Keya Chaudhuri
چکیده

We herein report the design and synthesis of a group of fused phenanthro-imidazo[1,2-a]pyridine derivatives as a new class of luminescent materials through a Pd(ii) catalyzed intramolecular CDC (cross dehydrogenative coupling) reaction. This method thus unlocked a convenient & expedient way for the synthesis of a new molecular framework containing π-extended fused heteropolycycles. The heteropolycycles showed very good fluorescence properties both in solid and solution phases which were further utilized in live cell imaging. These kinds of molecules have potential to be used as therapeutic probes and also their solid state luminescence properties can be further utilized for making optoelectronic devices.

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

SYNTHESIS OF 4,4'-BIS-PYRIMIDINES AND SOME RELATED BIS-FUSED PYRIMIDINES

2,2'-Disubstitutedamino-4-4'-bis-pyrimidines (3a-m) have been prepared by linking 2,4-dichloro-6-methyl-5-nitropyrimidine (1) with several diamines and subsequent reaction with suitable amines. Some of these compounds (3c and 3j) which were reduced catalitically, on treatment with nitrous acid, urea in pyridine, and boiling thionyl chloride gave the corresponding bistriazolopyrimidin (6), ...

متن کامل

Vertically-expanded imidazo[1,2-a]pyridines and imidazo[1,5-a]pyridine via dehydrogenative coupling.

The anion-radical coupling of structurally diverse series of aromatic compounds possessing biaryl linkages led to seven fused, polycyclic heterocycles in reasonable yields. The yield of the key step (K, toluene, O2) depends on both electronic and steric factors. The whole strategy consists of just two steps starting from an unsubstituted imidazo[1,2-a]pyridine, giving target compounds in an ove...

متن کامل

A practical and efficient approach to imidazo[1,2-a]pyridine-fused isoquinolines through the post-GBB transformation strategy

Diversity-oriented synthesis of the biologically intriguing imidazo[1,2-a]pyridine-fused isoquinoline systems from readily available starting materials was achieved through the Groebke-Blackburn-Bienaymé reaction followed by a gold-catalyzed cyclization strategy. The synthetic approach is characterized by mild reaction conditions and a broad substrate scope, allowing for the rapid construction ...

متن کامل

SYNTHESIS OF NOVEL HETEROCYCLIC SYSTEM 4H-IMIDAZO [ 2,l -b] PYRIDO [2,3-el [I, 3,4] THIADIGZIM

Diazotization of 3-amino-2-cMoro pyridine (3) in the presence of dithizone (5) gave dphenyl-2-phenylazo-4H-pyrid[o3 ,2-e] [1,3,4] thiadiazine (6). Reaction of 2- chloro-3-nitropyridine (2, G=H) with (5) dfordd 4-phenyl -2-phenylazo -4Hpyrido [2,3-el [1,3,4] thiadiazine (7). Reduction of the latter with H gas in the presence of Raney nickel gave the corresponding amino derivative (12). One ...

متن کامل

Fused heterocycles: synthesis of some new imidazo[1,2-a]- pyridine derivatives.

Some new thiazolidines and spirothiazolidines derived from hydrazones of 2-methylimidazo[1,2-a]pyridine-3-carboxylic acid hydrazide, a bioisosteric derivative of isoniazid, were synthesized and characterized by analytical, IR, (1)H- and (13)C-NMR and mass spectral data. Some of the newly synthesized compounds were screened for their antimycobacterial activities. None of the tested compounds sho...

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 15 19  شماره 

صفحات  -

تاریخ انتشار 2017