Literature DB >> 16497021

Practical thiol surrogates and protective groups for arylthiols for Suzuki-Miyaura conditions.

Takahiro Itoh1, Toshiaki Mase.   

Abstract

We have developed practical thiol surrogates and arylthiol protective groups for the Suzuki-Miyaura reaction. 2-Ethylhexyl-3-mercaptopropionate and 4-(2'-mercaptoethyl)pyridine were shown to be not only good thiol surrogates but also good protective groups for thiol. We have demonstrated toleration of these protective groups under aqueous Suzuki-Miyaura conditions.

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Year:  2006        PMID: 16497021     DOI: 10.1021/jo052624z

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  5 in total

1.  One-pot synthesis of unsymmetrical diaryl thioethers by palladium-catalyzed coupling of two aryl bromides and a thiol surrogate.

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2.  Reductively-labile sulfonate ester protecting groups that are rapidly cleaved by physiological glutathione.

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Journal:  Org Biomol Chem       Date:  2017-02-07       Impact factor: 3.876

3.  Ring-Closing Synthesis of Dibenzothiophene Sulfonium Salts and Their Use as Leaving Groups for Aromatic 18F-Fluorination.

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4.  2-Aminomethylene-5-sulfonylthiazole Inhibitors of Lysyl Oxidase (LOX) and LOXL2 Show Significant Efficacy in Delaying Tumor Growth.

Authors:  Deborah A Smithen; Leo M H Leung; Mairi Challinor; Rae Lawrence; HaoRan Tang; Dan Niculescu-Duvaz; Simon P Pearce; Robert Mcleary; Filipa Lopes; Mohammed Aljarah; Michael Brown; Louise Johnson; Graeme Thomson; Richard Marais; Caroline Springer
Journal:  J Med Chem       Date:  2019-09-04       Impact factor: 7.446

5.  Controlled Selectivity through Reversible Inhibition of the Catalyst: Stereodivergent Semihydrogenation of Alkynes.

Authors:  Jie Luo; Yaoyu Liang; Michael Montag; Yael Diskin-Posner; Liat Avram; David Milstein
Journal:  J Am Chem Soc       Date:  2022-07-15       Impact factor: 16.383

  5 in total

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