214143-78-9

Basic information

• Product Name: Pyrrolo[1,2-a]quinoxalin-4(5H)-one, 1,2,3,3a-tetrahydro-, (3aS)- (9CI)
• Synonyms: Pyrrolo[1,2-a]quinoxalin-4(5H)-one, 1,2,3,3a-tetrahydro-, (3aS)- (9CI);(3AS)-1,2,3,3A-TETRAHYDROPYRROLO[1,2-A]QUINOXALIN-4(5H)-ONE;(S)-1,2,3,3A-TETRAHYDROPYRROLO[1,2-A]QUINOXALIN-4(5H)-ONE
• CAS NO: 214143-78-9
• Molecular Formula: C11H12N2O
• Molecular Weight: 188.22578
• Product Categories: PIPERIDINE
• Mol File: 214143-78-9.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Pyrrolo[1,2-a]quinoxalin-4(5H)-one, 1,2,3,3a-tetrahydro-, (3aS)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Pyrrolo[1,2-a]quinoxalin-4(5H)-one, 1,2,3,3a-tetrahydro-, (3aS)- (9CI)(214143-78-9)
• EPA Substance Registry System: Pyrrolo[1,2-a]quinoxalin-4(5H)-one, 1,2,3,3a-tetrahydro-, (3aS)- (9CI)(214143-78-9)

Safety Data

• Hazardous Substances Data: 214143-78-9(Hazardous Substances Data)

Usage

General Description

Pyrrolo[1,2-a]quinoxalin-4(5H)-one, 1,2,3,3a-tetrahydro-, (3aS)- (9CI) is a chemical compound with the molecular formula C9H8N2O. It is a heterocyclic compound containing a pyrrole ring fused to a quinoxaline ring, and a lactam group. Pyrrolo[1,2-a]quinoxalin-4(5H)-one, 1,2,3,3a-tetrahydro-, (3aS)- (9CI) is commonly used in organic synthesis and medicinal chemistry as a building block for the synthesis of various biologically active molecules. It is also known for its potential pharmacological properties, such as antitumor and antimicrobial activities. The (3aS)-stereoisomer of this compound specifically refers to the configuration of the substituents on the tetrahydro-pyrroloquinoxaline ring.

Upstream product

• 1493-27-2 ortho-nitrofluorobenzene 
• 147-85-3 L-proline 
• 615-36-1 2-bromoaniline 
• 1257847-14-5 (S)-1-(2-(2,2,2-Trifluoroacetamido)phenyl)pyrrolidine-2-carboxylic acid 
• 31981-54-1 (S)-N-(2-nitrophenyl)proline 

Downstream Products

• 214353-20-5 (3aS)-1,2,3,3a,4,5-Hexahydro-pyrrolo[1,2-a] quinoxaline 

Relevant articles and documents

Iron- or Zinc-Mediated Synthetic Approach to Enantiopure Dihydroquinoxalinones

A general and efficient synthesis of enantiopure dihydroquinoxalinones has been developed using naturally occurring amino acids as starting materials. The reductive cyclization of N-(o-nitroaryl)amino esters was performed by using iron and zinc metal under mild conditions in a water/ethyl acetate mixture. The corresponding dihydroquinoxalinones were obtained in moderate to high yields and high enantiomeric purity, among which 7 new compounds were unprecedented in the literature.

Synthesis of tetrahydropyrrolo[1,2-a ]quinoxalines and tetrahydro-pyrido[1, 2-a ]quinoxalines via a one-pot CuI-catalyzed aryl amination-hydrolysis- condensation process

CuI-catalyzed coupling of 2-halotrifluoroacetanilides with l-proline or pipecolinic acid in DMSO at 90-110 C followed by in situ hydrolysis at 100 C afforded tetrahydropyrrolo[1,2-a]quinoxalines or tetrahydropyrido[1,2-a] quinoxalines. Georg Thieme Verlag Stuttgart - New York.

Synthesis of tri- and tetracyclic condensed quinoxalin-2-ones fused across the C-3 - N-4 bond

We have studied the preparation of some fused quinoxalinones by Stevens rearrangement of a spiro-quinoxaline-derived ammonium ylide or by treatment of N-(2,4-dinitrophenyl)-and N-(2-nitrophenyl)imino acids with different reducing agents. We have reinvestigated and clarified some related processes found in the literature starting from imino acids derivatives. Additional reactions of the fused quinoxalinones, as well as the useful dehydrogenation/decarboxylation of some easily available 1-arylindoline-2-carboxylic acids to the corresponding 1-arylindoles, are also reported. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.