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Synthesis of Annulated Anthracenes, Carbazoles, and Thiophenes Involving Bradsher‐Type Cyclodehydration or Cyclization–Reductive‐Dehydration Reactions
Author(s) -
Rafiq Settu Muhamad,
Sivasakthikumaran Ramakrishnan,
Karunakaran Jayachandran,
Mohanakrishnan Arasambattu K.
Publication year - 2015
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201500493
Subject(s) - chemistry , dehydration , triflic acid , organic chemistry , medicinal chemistry , catalysis , biochemistry
A conventional BF 3 ·OEt 2 ‐mediated Bradsher‐type cyclodehydration of 2‐arylmethyl benzaldehydes in CH 2 Cl 2 at room temperature gave polycyclic aromatic and heteroaromatic compounds. Alternatively, these compounds could be synthesized in better yields from 2‐arylmethylbenzoic acids by triflic‐acid‐mediated cyclization followed by reductive dehydration.