Premium
Indium(III) Chloride‐Catalyzed Conversion of {[(Benzyloxy)carbonyl]amino}‐Substituted Sulfones with 2‐[(Trimethylsilyl)oxy]furan: A Facile Access to γ ‐Butenolactone Derivatives Containing a Protected Amino Group
Author(s) -
Das Biswanath,
Sudhakar Chithaluri,
Reddy Parigi Raghavendar,
Kashanna Jajula
Publication year - 2011
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.201000366
Subject(s) - chemistry , trimethylsilyl , furan , catalysis , indium , medicinal chemistry , trimethylsilyl chloride , carbonyl group , chloride , organic chemistry , group (periodic table)
Treatment of {[(benzyloxy)carbonyl]amino}‐substituted sulfones 1 with 2‐[(trimethylsilyl)oxy]furan ( 2 ) in the presence of InCl 3 as a catalyst at room temperature produced the γ ‐butenolactone derivatives 3 and 4 containing a protected amino group ( Scheme 1 ). The products were formed in high yields (81–92%) within 3–10 h favoring the anti ‐isomer 3 .