Literature DB >> 20879738

S(N)Ar-based, facile synthesis of a library of benzothiaoxazepine-1,1'-dioxides.

Alan Rolfe1, Thiwanka B Samarakoon, Sarra V Klimberg, Marek Brzozowski, Benjamin Neuenswander, Gerald H Lushington, Paul R Hanson.   

Abstract

The construction of a library of benzothiaoxazepine-1,1'-dioxides utilizing a one-pot, S(N)Ar diversification-ODCT(50) scavenging protocol is reported. This protocol combines microwave irradiation to facilitate the reaction, in conjunction with a soluble ROMP-derived scavenger (ODCT) to afford the desired products in good overall purity. Utilizing this protocol, a 78-member library was successfully synthesized and submitted for biological evaluation.

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Year:  2010        PMID： 20879738      PMCID： PMC3098767          DOI： 10.1021/cc1001023

Source DB:  PubMed          Journal:  J Comb Chem        ISSN： 1520-4766


  13 in total

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Review 5.  Asymmetric organocatalytic domino reactions.

Authors:  Dieter Enders; Christoph Grondal; Matthias R M Hüttl
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Review 6.  Anticancer and antiviral sulfonamides.

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Journal:  Curr Med Chem       Date:  2003-06       Impact factor: 4.530

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Journal:  Bioorg Med Chem Lett       Date:  2006-05-12       Impact factor: 2.823

8.  Design and synthesis of 8-hydroxy-[1,6]naphthyridines as novel inhibitors of HIV-1 integrase in vitro and in infected cells.

Authors:  Linghang Zhuang; John S Wai; Mark W Embrey; Thorsten E Fisher; Melissa S Egbertson; Linda S Payne; James P Guare; Joseph P Vacca; Daria J Hazuda; Peter J Felock; Abigail L Wolfe; Kara A Stillmock; Marc V Witmer; Gregory Moyer; William A Schleif; Lori J Gabryelski; Yvonne M Leonard; Joseph J Lynch; Stuart R Michelson; Steven D Young
Journal:  J Med Chem       Date:  2003-02-13       Impact factor: 7.446

9.  High-load, oligomeric dichlorotriazine: a versatile ROMP-derived reagent and scavenger.

Authors:  Alan Rolfe; Donald A Probst; Kelly A Volp; Iman Omar; Daniel L Flynn; Paul R Hanson
Journal:  J Org Chem       Date:  2008-10-21       Impact factor: 4.354

10.  3-Hydroxyisoquinolines as inhibitors of HCV NS5b RNA-dependent RNA polymerase.

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  8 in total

Review 1.  Parallel microwave chemistry in silicon carbide microtiter platforms: a review.

Authors:  C Oliver Kappe; Markus Damm
Journal:  Mol Divers       Date:  2011-11-30       Impact factor: 2.943

2.  Facile (triazolyl)methylation of MACOS-derived benzofused sultams utilizing ROMP-derived OTP reagents.

Authors:  Saqib Faisal; Farman Ullah; Pradip K Maity; Alan Rolfe; Thiwanka B Samarakoon; Patrick Porubsky; Benjamin Neuenswander; Gerald H Lushington; Fatima Z Basha; Michael G Organ; Paul R Hanson
Journal:  ACS Comb Sci       Date:  2012-03-05       Impact factor: 3.784

3.  Accessing Stereochemically Rich Sultams via Microwave-Assisted, Continuous Flow Organic Synthesis (MACOS) Scale-out.

Authors:  Michael G Organ; Paul R Hanson; Alan Rolfe; Thiwanka B Samarakoon; Farman Ullah
Journal:  J Flow Chem       Date:  2011-08       Impact factor: 2.786

4.  Synthesis of amino-benzothiaoxazepine-1,1-dioxides utilizing a microwave-assisted, S(N)Ar protocol.

Authors:  Alan Rolfe; Farman Ullah; Thiwanka B Samarakoon; Ryan D Kurtz; Patrick Porubsky; Benjamin Neuenswander; Gerald H Lushington; Conrad Santini; Michael G Organ; Paul R Hanson
Journal:  ACS Comb Sci       Date:  2011-09-08       Impact factor: 3.784

5.  Intramolecular monomer-on-monomer (MoM) Mitsunobu cyclization for the synthesis of benzofused thiadiazepine-dioxides.

Authors:  Pradip K Maity; Quirin M Kainz; Saqib Faisal; Alan Rolfe; Thiwanka B Samarakoon; Fatima Z Basha; Oliver Reiser; Paul R Hanson
Journal:  Chem Commun (Camb)       Date:  2011-10-26       Impact factor: 6.222

6.  A modular reaction pairing approach to the diversity-oriented synthesis of fused- and bridged-polycyclic sultams.

Authors:  Thiwanka B Samarakoon; Joanna K Loh; Alan Rolfe; Lisa S Le; Sun Young Yoon; Gerald H Lushington; Paul R Hanson
Journal:  Org Lett       Date:  2011-09-07       Impact factor: 6.005

7.  Exploring chemical diversity via a modular reaction pairing strategy.

Authors:  Joanna K Loh; Sun Young Yoon; Thiwanka B Samarakoon; Alan Rolfe; Patrick Porubsky; Benjamin Neuenswander; Gerald H Lushington; Paul R Hanson
Journal:  Beilstein J Org Chem       Date:  2012-08-15       Impact factor: 2.883

8.  Application of Silica-Supported Alkylating Reagents in a One-Pot, Sequential Protocol to Diverse Benzoxathiazepine 1,1-Dioxides.

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Journal:  ACS Comb Sci       Date:  2016-06-14       Impact factor: 3.784
  8 in total

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