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Synthesis of Naphtho[1,8‐ bc ]pyran Derivatives and Related Compounds through Hydroxy Group Directed CH Bond Cleavage under Rhodium Catalysis
Author(s) -
Mochida Satoshi,
Shimizu Masaki,
Hirano Koji,
Satoh Tetsuya,
Miura Masahiro
Publication year - 2010
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.200900639
Subject(s) - pyran , rhodium , regioselectivity , chemistry , annulation , catalysis , cleavage (geology) , bond cleavage , stereochemistry , medicinal chemistry , organic chemistry , geotechnical engineering , engineering , fracture (geology)
Abstract The straightforward and efficient synthesis of naphtho[1,8‐ bc ]pyran derivatives and related polycyclic compounds is achieved by the rhodium‐catalyzed oxidative coupling of 1‐naphthols or other phenolic and alcoholic substrates with alkynes. In these annulation reactions , the hydroxy groups effectively act as the key function for the regioselective CH bond cleavage .