Literature DB >> 17407352

Oligomeric benzylsulfonium salts: facile benzylation via high-load ROMP reagents.

Mianji Zhang1, Daniel L Flynn, Paul R Hanson.   

Abstract

The development of high-load, oligomeric benzylsulfonium salts, generated via ring-opening metathesis polymerization, and their utility in facile benzylations of various nucleophiles is reported. These oligomeric sulfonium salts exist as free-flowing powders and are stable at room temperature. After the benzylation event, purification is attained via simple dry load/filtration, followed by solvent removal to deliver products in excellent yield and purity.

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Year:  2007        PMID: 17407352     DOI: 10.1021/jo0620260

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


  10 in total

1.  Immobilization on a Nanomagnetic Co/C Surface Using ROM Polymerization: Generation of a Hybrid Material as Support for a Recyclable Palladium Catalyst.

Authors:  Alexander Schätz; Toby R Long; Robert N Grass; Wendelin J Stark; Paul R Hanson; Oliver Reiser
Journal:  Adv Funct Mater       Date:  2010-12-21       Impact factor: 18.808

2.  Synthesis of epoxybenzo[d]isothiazole 1,1-dioxides via a reductive-Heck, metathesis-sequestration protocol.

Authors:  Naeem Asad; Paul R Hanson; Toby R Long; Dinesh K Rayabarapu; Alan Rolfe
Journal:  Chem Commun (Camb)       Date:  2011-07-05       Impact factor: 6.222

3.  ROMP-derived oligomeric phosphates for application in facile benzylation.

Authors:  Toby R Long; Pradip K Maity; Thiwanka B Samarakoon; Paul R Hanson
Journal:  Org Lett       Date:  2010-07-02       Impact factor: 6.005

4.  Silica-Supported Oligomeric Benzyl Phosphate (Si-OBP) and Triazole Phosphate (Si-OTP) Alkylating Reagents.

Authors:  Pradip K Maity; Saqib Faisal; Alan Rolfe; Diana Stoianova; Paul R Hanson
Journal:  J Org Chem       Date:  2015-10-02       Impact factor: 4.354

5.  High-load, hybrid Si-ROMP reagents.

Authors:  Alan Rolfe; Joanna K Loh; Pradip K Maity; Paul R Hanson
Journal:  Org Lett       Date:  2010-12-01       Impact factor: 6.005

6.  "Click"-capture, ring-opening metathesis polymerization (ROMP), release: facile triazolation utilizing ROMP-derived oligomeric phosphates.

Authors:  Toby R Long; Saqib Faisal; Pradip K Maity; Alan Rolfe; Ryan Kurtz; Sarra V Klimberg; Muhammad-Rabbie Najjar; Fatima Z Basha; Paul R Hanson
Journal:  Org Lett       Date:  2011-03-24       Impact factor: 6.005

7.  High-load, oligomeric monoamine hydrochloride: Facile generation via ROM polymerization and application as an electrophile scavenger.

Authors:  Diana S Stoianova; Lei Yao; Alan Rolfe; Thiwanka Samarakoon; Paul R Hanson
Journal:  Tetrahedron Lett       Date:  2008       Impact factor: 2.415

8.  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

9.  Design and synthesis of polycyclic sulfones via Diels-Alder reaction and ring-rearrangement metathesis as key steps.

Authors:  Sambasivarao Kotha; Rama Gunta
Journal:  Beilstein J Org Chem       Date:  2015-08-06       Impact factor: 2.883

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

Authors:  Saqib Faisal; Pradip K Maity; Qin Zang; Thiwanka B Samarakoon; Robert L Sourk; Paul R Hanson
Journal:  ACS Comb Sci       Date:  2016-06-14       Impact factor: 3.784

  10 in total

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