Divergent annulation of spiro[indoline-pyran] and fused (Epoxyetheno)indeno-furan from 1,2-diketone and 1-cyanoketone

TitleDivergent annulation of spiro[indoline-pyran] and fused (Epoxyetheno)indeno-furan from 1,2-diketone and 1-cyanoketone
Publication TypeJournal Article
Year of Publication2022
AuthorsYadav, MB, Vagh, SS, Jeong, YTae
JournalEuropean Journal of Organic Chemistry
Date PublishedAUG
Type of ArticleArticle
KeywordsDiverse synthesis, Intramolecular, Knoevenagel and Michael adduct, molecular diversity, Oxygen heterocycles, Paal-Knorr cyclization

A simple and efficient method for the construction of spiro[indoline-pyran] and fused (epoxyetheno)indeno[1,2-b]furan compounds from 1-cyanoketones and 1,2-diketone has been developed. The synthesis proceeded via the Knoevenagel and Michael adduct through intramolecular/Paal-Knorr cyclization under similar reaction condition. The less commonly used 1-cyanoketones and active carbonyl compounds served as the indole containing pyran and bicyclic furan source for the preparation of a new series of heterocyclic compounds. This heterocyclic structure allows one and more than one tetra-substituted carbon center and sequential hexa- and penta-cyclic core under very mild conditions and shows excellent chemo and regioselectivity. In addition, the synthesis of spiro[indoline-pyran] and (epoxyetheno)indeno[1,2-b]furan was demonstrated in a gram scale.

Type of Journal (Indian or Foreign)


Impact Factor (IF)


Divison category: 
Organic Chemistry
Web of Science (WoS)

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