198135-71-6

Basic information

• Product Name: tert-butyl 3-nitro-1H-indole-1-carboxylate
• Synonyms: tert-butyl 3-nitro-1H-indole-1-carboxylate
• CAS NO: 198135-71-6
• Molecular Weight: 262.265
• Mol File: 198135-71-6.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: tert-butyl 3-nitro-1H-indole-1-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl 3-nitro-1H-indole-1-carboxylate(198135-71-6)
• EPA Substance Registry System: tert-butyl 3-nitro-1H-indole-1-carboxylate(198135-71-6)

Safety Data

• Hazardous Substances Data: 198135-71-6(Hazardous Substances Data)

Upstream product

• 4770-03-0 3-nitro-1H-indole 
• 6627-89-0 tert-butyl phenyl carbonate 
• 75400-67-8 indole-1-carboxylic acid tert-butyl ester 
• 120-72-9 indole 
• 24424-99-5 di-tert-butyl dicarbonate 

Relevant articles and documents

Stereodivergent Synthesis of Tetrahydrofuroindoles through Pd-Catalyzed Asymmetric Dearomative Formal [3+2] Cycloaddition

A stereodivergent synthesis of tetrahydrofuroindoles through palladium-catalyzed asymmetric dearomative formal [3+2] cycloaddition of nitroindoles with epoxybutenes was developed. The polarity of the solvent was found to play a key role in the diastereoselectivity. In toluene, good to excellent yields (70–99 %), diastereoselectivity (87/13->95/5 d.r.), and enantioselectivity (85/15–94/6 e.r.) were obtained, regardless of the properties of the substituents on nitroindoles. In acetonitrile, tetrahydrofuroindoles of a different diastereoisomer were produced with good to excellent yields (75–98 %) and stereoselectivity (78/22–93/7 d.r., 93/7–99/1 e.r.). Mechanistic studies were conducted to illustrate the origin of the diastereodivergency. The kinetic experiments indicate that the rate-determining step of this reaction is different in different solvents. ESI-MS experiments also support the existence of key palladium complex intermediates and the catalytic cycle of the reaction.

Phosphine-Catalyzed Enantioselective Dearomative [3+2]-Cycloaddition of 3-Nitroindoles and 2-Nitrobenzofurans

Over the past years, the metal-catalyzed dearomative cycloaddition of 3-nitroindoles and 2-nitrobenzofurans have emerged as a powerful protocol to construct chiral fused heterocyclic rings. However, organocatalytic dearomative reaction of these two classe

Palladium(0)-Catalyzed Dearomative [3 + 2] Cycloaddition of 3-Nitroindoles with Vinylcyclopropanes: An Entry to Stereodefined 2,3-Fused Cyclopentannulated Indoline Derivatives

The palladium(0)-catalyzed diastereoselective dearomative cyclopentannulation of 3-nitroindoles with vinylcyclopropanes is described. This straightforward and highly atom-economical method leads to a wide range of functionalized indolines in good yields a