C-H Sulfonylation via 1,3-Rearrangement of Sulfonyl Group in N-protected 3-Bissulfonimidoindole Derivatives Using Fluorine Reagent.

08:00 EDT 24th March 2020 | BioPortfolio

Summary of "C-H Sulfonylation via 1,3-Rearrangement of Sulfonyl Group in N-protected 3-Bissulfonimidoindole Derivatives Using Fluorine Reagent."

A C-H sulfonylation of N-protected 3-bissulfonimidoindole derivatives via a 1,3-rearrangement of a sulfonyl group on a bissulfonimide moiety using tetra-n-butylammonium fluoride (TBAF) was developed to provide 2-sulfonyl-3-sulfonamidoindole derivatives in high yields as a novel Csp2-H functionalization of heterocycles. The rearrangement of the sulfonyl group proceeded through an intermolecular addition of the desorbed sulfinyl ion from the bissulfonimide moiety in the substrate.


Journal Details

This article was published in the following journal.

Name: The Journal of organic chemistry
ISSN: 1520-6904


DeepDyve research library

PubMed Articles [12014 Associated PubMed Articles listed on BioPortfolio]

Visible-light-induced cascade sulfonylation/cyclization of N-propargylindoles with aryldiazonium tetrafluoroborates via the insertion of sulfur dioxide.

A simple and efficient visible-light-catalyzed cascade sulfonylation/cyclization of N-propargylindoles with K2S2O5 and aryldiazonium tetrafluoroborates for the construction of 2-sulfonyl-substituted 9...

Tandem Insertion/1,3-rearrangement: Highly Enantioselective Construction of α-Aminoketones.

An enantioselective synthesis of α -aminoketone derivatives were readily available via a tandem insertion/[1,3] O-to-C rearrangement reaction. The rhodium salt and chiral N,N ' -dioxide-indium(III) c...

Sulfonyl group dance - a tool for the synthesis of 6-azido-2-sulfonylpurine derivatives.

9-Substituted 2-chloro-6-sulfonylpurines provide 6-azido-2-sulfonylpurine derivatives with 61-83% yield when treated with sodium azide. Under optimized reaction conditions the title compounds are obta...

Organocatalytic synthesis of 5-hydroxyisoxazolidine catalyzed by camphor sulfonyl hydrazines through aza-Michael addition/cyclization.

A series of chiral 5-hydroxy isoxazolidines has been successfully synthesized through camphor sulfonyl hydrazine-catalyzed asymmetric aza-Michael addition reaction between N,O-protected hydroxyamines ...

Diazotization of -Sulfonyl-cysteines.

We report the preparation of enantiomerically enriched β-thio-α-hydroxy and α-chloro carboxylic acid and ester building blocks by diazotization of -sulfonyl-cysteines. The thiosulfonate protecting ...

Clinical Trials [5522 Associated Clinical Trials listed on BioPortfolio]

The Effect of Enamel Matrix Derivatives on Root Coverage Esthetic Score

Subepithelial connective tissue grafts (SCTG) are accepted as the gold standard in covering denuded root surfaces. Combining enamel matrix derivatives (EMD) with periodontoplasic surgical ...

Effect and Utilization of Protected Time Among Interns on Extended Duty-Hour Call Shifts

This study will test the feasibility and effectiveness of protected time for physicians in training during 30 hour shifts in a medical intensive care unit. The primary outcome will be fati...

A Study to Evaluate the Efficacy and Safety of INCB054828 in Subjects With Myeloid/Lymphoid Neoplasms With FGFR1 Rearrangement

The purpose of this study is to evaluate the efficacy and safety of INCB054828 in subjects with myeloid/lymphoid neoplasms with fibroblast growth factor receptor (FGFR) 1 rearrangement.

Evaluating Crizotinib in the Neoadjuvant Setting in Patients With Non-small Cell Lung Cancer

This study will evaluate the efficacy of crizotinib as induction therapy in participants with surgically resectable ALK rearrangement, ROS1 rearrangement, or MET exon 14 mutation positive ...

Derivatives of Omega-3 PUFA as Biomarkers of Traumatic Brain Injury

This is a Phase 2 clinical trial designed to obtain data on relationships between potentially therapeutic doses of n-3 HUFA (highly unsaturated fatty acids) and their bioactive molecular d...

Medical and Biotech [MESH] Definitions

Compounds that contain a 1-dimethylaminonaphthalene-5-sulfonyl group.

A group of enzymes that catalyze the hydrolysis of diphosphate bonds in compounds such as nucleoside di- and tri-phosphates, and sulfonyl-containing anhydrides such as adenylylsulfate. (Enzyme Nomenclature, 1992) EC 3.6.

Ordered rearrangement of T-cell variable gene regions coding for the antigen receptors.

The ordered rearrangement of gene regions by DNA recombination such as that which occurs normally during development.

Ordered rearrangement of B-lymphocyte variable gene regions coding for the IMMUNOGLOBULIN CHAINS, thereby contributing to antibody diversity. It occurs during the differentiation of the IMMATURE B-LYMPHOCYTES.

Quick Search

DeepDyve research library

Searches Linking to this Article