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Synthesis of Benzothiophene‐Containing 10‐ and 11‐Membered Cyclic Phostones
Author(s) -
Matralis Alexios N.,
Tsantrizos Youla S.
Publication year - 2016
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201600333
Subject(s) - chemistry , benzothiophene , phosphinate , phosphonate , stereochemistry , combinatorial chemistry , chemical synthesis , thiophene , organic chemistry , biochemistry , fire retardant , in vitro
Phosphinate and phosphonate derivatives can serve as useful transition‐state analogues of proteases, as substrate mimics of DNA/RNA‐processing enzymes, and as inhibitors of enzymes catalyzing the biosynthesis of isoprenoids. Synthetic methodologies for the preparation of medium‐sized ring phosphonate‐containing compounds (also known as phostones) are currently limited to a few examples. A synthetic protocol was developed that is amenable to the parallel synthesis of structurally diverse phostones containing a benzo[ b ]thiophene core, which enables the profiling of such novel compounds in biological screens of potential therapeutic targets.