795569

Garg 4,5-indolyne precursor

95%

• Synonym(s): 4-(Trimethylsilyl)-1H-indol-5-yl trifluoromethanesulfonate
• Empirical Formula (Hill Notation): C₁₂H₁₄F₃NO₃SSi
• CAS Number: 1259448-37-7
• Molecular Weight: 337.39
• MDL number: MFCD25976536
• UNSPSC Code: 12352100
• PubChem Substance ID: 329768491
• NACRES: NA.22
• form: solid
• assay: 95%

Properties

• Quality Level: 100
• assay: 95%
• form: solid
• mp: 43-48 °C
• functional group: fluoro; triflate
• storage temp.: 2-8°C
• SMILES string: O=S(OC1=C([Si](C)(C)C)C2=C(NC=C2)C=C1)(C(F)(F)F)=O
• InChI: 1S/C12H14F3NO3SSi/c1-21(2,3)11-8-6-7-16-9(8)4-5-10(11)19-20(17,18)12(13,14)15/h4-7,16H,1-3H3
• Inchi Key: LLCJFYYASDIOJN-UHFFFAOYSA-N

Description

General description

Garg 4,5-indolyne precursor is an indolyne precursor developed by Professor Neil Garg and coworkers. It is widely used for the synthesis of various N-heterocyclic based compounds. It is also useful for the preparation of substituted indoles (Diels–Alder and azide cycloaddition products).

Application

Indolyne precursor can be activated under mild fluoride conditions, which are highly reactive with dienes and other dipolariphiles (e.g. azides) to provide cycloaddition products containing an indole motif.

Other Notes

Indolyne Experimental and Computational Studies: Synthetic Applications and Origins of Selectivities of Nucleophilic Additions

Regioselective reactions of 3; 4-pyridynes enabled by the aryne distortion model

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable