Synthetic Utility of Arylmethylsulfones: Annulative π-Extension of Aromatics and Hetero-aromatics Involving Pd(0)-Catalyzed Heck Coupling Reactions
A straightforward and general method for the synthesis of annulated thiophene, dibenzothiophene, and carbazoles analogues has been achieved involving alkylation of 2-bromo-1-(phenylsulfonylmethyl)arene/heteroarene with arylmethyl bromides/heteroarylmethyl bromides using t-BuOK as a base in DMF, followed by Pd(0)-mediated intramolecular Heck coupling in the presence of K2CO3 in DMF at 80-140 °C. The attractive feature of this protocol is that a wide variety of π-conjugated heterocycles could be readily accessed by an appropriate choice of arylmethylsulfones and benzylic bromides.
Sankar, Elumalai,Raju, Potharaju,Karunakaran, Jayachandran,Mohanakrishnan, Arasambattu K.
p. 13583 - 13593
(2017/12/26)
ORGANIC COMPOUNDS AND ORGANIC ELECTRO LUMINESCENCE DEVICE COMPRISING THE SAME
The present invention relates to novel benzo pyrrole carbazole-based compounds having excellent hole injection and transport ability, light emitting ability, etc, and to an organic electroluminescent device comprising the same in one or more organic layer
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Paragraph 0162-0164
(2016/10/09)
Studies of Polycyclic Thiaarenes: Part II. An Improved Synthesis of Phenanthrothiophene and a Synthesis of Acenaphthonaphthothiophene, a Novel Polynuclear Thiaarene
An improved synthesis of phenanthrothiophene (6) from 1-chloro-3,4-dihydrophenanthrene-2-aldehyde (2) by condensation with thioglycolate followed by hydrolysis, decarboxylation and dehydrogenation is described.A new polycyclic thiophene derivative 14 has also been prepared from acenaphthothiophene (7) by Friedel-Craft's reaction with phthalic anhydride followed by lactonization of the keto carboxylic acid 9 and then reduction and finally cyclisation of the resultant aldehyde 13.
Kar, Gandhi K.,Karmakar, Arun C.,Ray, Jayanta K.
p. 999 - 1002
(2007/10/02)
Synthesis of phenanthro[b]thiophenes
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Iwao,Lee,Castle
p. 1259 - 1264
(2007/10/02)
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