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ICl‐Induced Intramolecular Electrophilic Cyclization of 1‐[4′‐Methoxy(1,1′‐biphenyl)2‐yl]alkynones—A Facile Approach to Spiroconjugated Molecules
Author(s) -
Chen Yu,
Liu Xiaochen,
Lee Minwook,
Huang Chenlong,
Inoyatov Igor,
Chen Zhiwei,
Perl Abraham C.,
Hersh William H.
Publication year - 2013
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201301582
Subject(s) - iodine monochloride , electrophile , intramolecular force , chemistry , biphenyl , naphthalene , electrophilic substitution , medicinal chemistry , electrophilic aromatic substitution , molecule , combinatorial chemistry , stereochemistry , organic chemistry , iodine , catalysis
Spiro compounds : An iodine monochloride‐induced intramolecular cyclization of 1‐[4′‐methoxy(1,1′‐biphenyl)2‐yl]alkynones has been developed (see scheme). An electrophilic iodocyclization selectively takes place at the ipso position (versus the ortho electrophilic aromatic substitution) to afford 4′ H ‐spiro(cyclohexa[2,5]diene‐1,1′‐naphthalene)‐4,4′‐diones, a new group of spiroconjugated compounds.