4290-72-6Relevant articles and documents
Spiro[4H-pyran-3,3′-oxindoles] Derived from 1,2,3,4-Tetrahydroquinoline
Vahedi, Hosein,Baradarani, Mehdi M.,Rashidi, Ahmad,Joule, John A.
, p. 1208 - 1211 (2015)
Three-component reactions of 5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline-1,2-dione with malononitrile, or ethyl cyanoacetate, and cyclic six-membered or a five-membered 1,3-diketone, produce spiro[4H-pyran-3,3′-oxindoles].
Visible-Light-Mediated Dearomatisation of Indoles and Pyrroles to Pharmaceuticals and Pesticides
Schilling, Waldemar,Zhang, Yu,Riemer, Daniel,Das, Shoubhik
supporting information, p. 390 - 395 (2019/12/15)
Dearomatisation of indole derivatives to the corresponding isatin derivatives has been achieved with the aid of visible light and oxygen. It should be noted that isatin derivatives are highly important for the synthesis of pharmaceuticals and bioactive compounds. Notably, this chemistry works excellently with N-protected and protection-free indoles. Additionally, this methodology can also be applied to dearomatise pyrrole derivatives to generate cyclic imides in a single step. Later this methodology was applied for the synthesis of four pharmaceuticals and a pesticide called dianthalexin B. Detailed mechanistic studies revealed the actual role of oxygen and photocatalyst.
Hexahydrospiro-pyrazolo[3,4-b]pyridine-4,1′-pyrrolo[3,2,1-ij]quinolines Derived from 5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline-1,2-dione
Saatluo, Bahman Ebrahimi,Baradarani, Mehdi M.,Joule, John A.
, p. 1176 - 1182 (2018/03/21)
The tricyclic isatin, 5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline-1,2-dione (1), reacts with a combination of an aryl cyanomethyl ketone 8 and a 5-amino-1-arylpyrazole 7 to generate spirocyclic products 9.
