Synthesis of unprotected glyco-alkynones via molybdenum-catalyzed carbonylative Sonogashira cross-coupling reaction.
Published version
Peer-reviewed
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Repository DOI
Change log
Authors
Darbem, Mariana P
Esteves, Henrique A
Burrow, Robert A https://orcid.org/0000-0003-4909-5007
Soares-Paulino, Antônio A
Pimenta, Daniel C
Abstract
Herein we report a novel Mo-catalyzed carbonylative Sonogashira cross-coupling between 2-iodoglycals and terminal alkynes. The reaction displays major improvements compared to a related Pd-catalyzed procedure previously published by our group, such as utilizing unprotected sugar derivatives as starting materials and tolerance to substrates bearing chelating groups. In this work we also demonstrate the utility of the glyco-alkynone products as platform for further functionalization by synthesizing glyco-flavones via Au-catalyzed 6-endo-dig cyclization.
Description
Keywords
3405 Organic Chemistry, 34 Chemical Sciences
Journal Title
RSC Adv
Conference Name
Journal ISSN
2046-2069
2046-2069
2046-2069
Volume Title
12
Publisher
Royal Society of Chemistry (RSC)