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Carbonyl Directed Regioselective Hydration of Alkynes under Ag‐Catalysis
Author(s) -
Santhi Jampani,
Baire Beeraiah
Publication year - 2017
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201700665
Subject(s) - regioselectivity , intramolecular force , chemistry , ketone , aldol condensation , catalysis , naphthalene , dig , reactivity (psychology) , aldol reaction , medicinal chemistry , organic chemistry , combinatorial chemistry , medicine , alternative medicine , computer security , pathology , computer science
A mild strategy for highly regioselective hydration of the alkynes (internal and terminal) has been developed employing intramolecular ketone as the directing group under Ag(I) catalysis. In this process both internal and terminal alkynes exhibited 100 % complementary reactivity i. e. 6‐endo‐dig vs. 5‐exo‐dig respectively, and provided two regio‐isomeric dicarbonyl products as exclusive products. This process found very broad scope for the ketones and alkynes. The 1,5‐diketones were efficiently transformed in to synthetically and pharmaceutically important naphthalene derivatives employing an intramolecular Aldol condensation.

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