680859-99-8

Usage

Uses

Used in Organic Electronic Materials:
1H-Pyrrolo[3,2-c]pyridine,1,2-dimethylis used as an organic semiconductor for the development of electronic devices such as solar cells and field-effect transistors. Its unique structure and properties make it a promising candidate for improving the performance and efficiency of these devices.
Used in Pharmaceutical Compounds Synthesis:
1H-Pyrrolo[3,2-c]pyridine,1,2-dimethylis used as a building block in the synthesis of various pharmaceutical compounds. Its versatility and potential value in medicinal chemistry make it an important component in the development of new drugs and therapeutic agents.

Upstream product

• 591-87-7 Allyl acetate 
• 680859-97-6 (3-iodopyridin-4-yl)methylamine 
• 56752-28-4 N-(3-pyridylmethylidene)tert-butylamine 

Relevant academic research and scientific papers

Flash vacuum thermolysis of N-(3-and 4-Pyridylmethylidene)-tert- butylamines: Mechanisms of formation of pyrrolopyridines and naphthyridines

Pyrrolopyridines and naphthyridines are formed by flash vacuum thermolysis (FVT) of 3-and 4-pyridylmethylidene-tert-butylimines 8 and 15. Elimination of a methyl radical generates resonance stablized 2-azaallyl radicals a1 and b1. The formation of pyrrolopyridines 9, 16 and 17 is rationalized in terms of cyclization of 1-aziridinyl radicals a2 and b2. Formation of naphthyridine 10 from imine 8, and of 11 and 18 from imine 15, are in accord with cyclization of 1-azaallyl radicals a6 and b9. Formation of naphthyridine 11 from 8, and of 10 and 19 from 15, indicate the operation of the spiro-cyclization pathways forming intermediates a9 and b14. Formation of the 1,8-naphthyridine 20 (3%) indicates a rearrangement through aziridine b22 and biradical b23. DFT calculations at the CAM-B3LYP/6-311G(d,p) level support the proposed reaction mechanisms.

Synthesis of aromatic ring fused pyrrole derivatives by palladium-catalyzed annulation of o-iodoarylamines with allyl acetate

Indoles, azaindoles, and pyrroloquinolines were obtained by palladium-catalyzed annulation of o-iodoarylamines with allyl acetate under 5 mol percent Pd(OAc)2, 1 equiv. LiCl, 3 equiv. K2CO3, and 2 equiv. allyl acetate in DMF at 120°C.