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Rhodium‐Catalyzed peri ‐Selective Direct Alkenylation of 1‐(Methylthio)naphthalene
Author(s) -
Shigeno Masanori,
Nishii Yuji,
Satoh Tetsuya,
Miura Masahiro
Publication year - 2018
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201800212
Subject(s) - chemistry , naphthalene , rhodium , thioether , catalysis , ring (chemistry) , medicinal chemistry , organic chemistry , combinatorial chemistry
A rhodium‐catalyzed direct alkenylation of 1‐(methylthio)naphthalene has been developed using a thioether directing group. The reaction proceeds selectively at the peri ‐position of the naphthalene ring with no competing ortho C−H activation. Both alkynes and alkenes can be used as the coupling counterparts. The alkenylated products with alkynes can be converted to benzo[ de ]thiochromenes by an iodine mediated cyclization method.