ICl‐Induced Intramolecular Electrophilic Cyclization of 1‐[4′‐Methoxy(1,1′‐biphenyl)2‐yl]alkynones—A Facile Approach to Spiroconjugated Molecules | Zendy

Chen Yu | Zendy; Liu Xiaochen | Zendy; Lee Minwook | Zendy; Huang Chenlong | Zendy; Inoyatov Igor | Zendy; Chen Zhiwei | Zendy; Perl Abraham C. | Zendy; Hersh William H. | Zendy

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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.

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