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Exploring chemical diversity via a modular reaction pairing strategy
Loh, Joanna K. Yoon, Sun Young Rolfe, Alan Neuenswander, Benjamin Lushington, Gerald H. Hanson, Paul R. Samarakoon, Thiwanka Bandara Porubsky, Patrick R.
Loh, Joanna K.
Yoon, Sun Young
Rolfe, Alan
Neuenswander, Benjamin
Lushington, Gerald H.
Hanson, Paul R.
Samarakoon, Thiwanka Bandara
Porubsky, Patrick R.
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Abstract
The efficient synthesis of an 80-member library of unique benzoxathiazocine 1,1-dioxides by a microwave-assisted, intermolecular nucleophilic aromatic substitution (SNAr) diversification pathway is reported. Eight benzofused sultam cores were generated by means of a sulfonylation/SNAr/Mitsunobu reaction pairing protocol, and subsequently diversified by intermolecular SNAr with ten chiral, non-racemic amine/amino alcohol building blocks. Computational analyses were employed to explore and evaluate the chemical diversity of the library
Description
This is the publisher's version, also available electronically from http://www.beilstein-journals.org/bjoc/single/articleFullText.htm?publicId=1860-5397-8-147.
Date
2012-08-15
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Beilstein-Institut
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Keywords
1-dioxides, benzoxathiazocine 1,1-dioxides, chemical diversity, informatics, nucleophilic aromatic substitution (SNAr), sultams
Citation
Loh, Joanna K. et al. (2012). "Exploring chemical diversity via a modular reaction pairing strategy." Beilstein Journal of Organic Chemistry, 8:1293-1302. http://www.dx.doi.org/10.3762/bjoc.8.147