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Literature DB >> 21727956

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

Naeem Asad¹, Paul R Hanson, Toby R Long, Dinesh K Rayabarapu, Alan Rolfe.

Abstract

An atom-economical purification protocol, using solution phase processing via ring-opening metathesis polymerization (ROMP) has been developed for the synthesis of tricyclic sultams. This chromatography-free method allows for convenient isolation of reductive-Heck products and reclamation of excess starting material via sequestration involving metathesis catalysts and a catalyst-armed Si-surface. This journal is © The Royal Society of Chemistry 2011

Entities: Chemical Gene

Mesh：

Substances：
Oxides
Thiazoles
Silicon

Year: 2011 PMID： 21727956 PMCID： PMC3271945 DOI： 10.1039/c1cc12503f

Source DB: PubMed Journal: Chem Commun (Camb) ISSN： 1359-7345 Impact factor: 6.222

28 in total

Review 1. Soluble polymers as scaffolds for recoverable catalysts and reagents.

Authors: Tobin J Dickerson; Neal N Reed; Kim D Janda
Journal: Chem Rev Date: 2002-10 Impact factor: 60.622

2. Dendrimers as support for recoverable catalysts and reagents.

Authors: Rieko van Heerbeek; Paul C J Kamer; Piet W N M van Leeuwen; Joost N H Reek
Journal: Chem Rev Date: 2002-10 Impact factor: 60.622

3. Formal [4+3] epoxide cascade reaction via a complementary ambiphilic pairing strategy.

Authors: Alan Rolfe; Thiwanka B Samarakoon; Paul R Hanson
Journal: Org Lett Date: 2010-03-19 Impact factor: 6.005

4. 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

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

Authors: Mianji Zhang; Daniel L Flynn; Paul R Hanson
Journal: J Org Chem Date: 2007-04-04 Impact factor: 4.354

6. Reagent based DOS: a "Click, Click, Cyclize" strategy to probe chemical space.

Authors: Alan Rolfe; Gerald H Lushington; Paul R Hanson
Journal: Org Biomol Chem Date: 2010-03-16 Impact factor: 3.876

7. Tandem synthesis of core-shell brush copolymers and their transformation to peripherally cross-linked and hollowed nanostructures.

Authors: Chong Cheng; Kai Qi; Ezat Khoshdel; Karen L Wooley
Journal: J Am Chem Soc Date: 2006-05-31 Impact factor: 15.419

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

Review 1. Soluble polymers as scaffolds for recoverable catalysts and reagents.

2. Dendrimers as support for recoverable catalysts and reagents.

3. Formal [4+3] epoxide cascade reaction via a complementary ambiphilic pairing strategy.

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

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

6. Reagent based DOS: a "Click, Click, Cyclize" strategy to probe chemical space.

7. Tandem synthesis of core-shell brush copolymers and their transformation to peripherally cross-linked and hollowed nanostructures.

8. Metathesis Cascade Strategies (ROM-RCM-CM): A DOS approach to Skeletally Diverse Sultams.

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

10. Parallel synthesis of terminal alkynes using a ROMPgel-supported ethyl 1-diazo-2-oxopropylphosphonate.

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