Premium
Transition‐Metal‐Free Synthesis of Homo‐ and Hetero‐1,2,4‐Triaryl Benzenes by an Unexpected Base‐Promoted Dearylative Pathway
Author(s) -
Rehan Mohammad,
Maity Sanjay,
Morya Lalit Kumar,
Pal Kaushik,
Ghorai Prasanta
Publication year - 2016
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201511424
Subject(s) - aromatization , chemistry , aryl , condensation , transition metal , base (topology) , combinatorial chemistry , divergent synthesis , oxidative coupling of methane , hydride , metal , photochemistry , organic chemistry , catalysis , alkyl , mathematical analysis , physics , mathematics , thermodynamics
An unprecedented approach for the synthesis of homo‐ and hetero‐1,2,4‐triaryl benzenes has been developed using a simple base‐mediated reaction of either α‐aryl cinnamyl alcohols or α,γ‐di‐aryl propanones. The salient feature of this strategy involves the sequential hydride transfer, regiospecific condensation, regiospecific dearylation, and aromatization under metal‐free reaction conditions. The synthesis of unsymmetrically substituted triphenylenes by oxidative coupling of the synthesized 1,2,4‐triaryl benzenes has also been demonstrated.