Stereoselective Construction of Spiro‐Indolenine Frameworks through a Prins/Friedel–Crafts Cyclization Cascade Reaction | Zendy

Chandrashekhar Rapelli | Zendy; Vemulapalli Sahithya Phani Babu | Zendy; Sridhar Balasubramanian | Zendy; Subba Reddy Basireddy Venkata | Zendy

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Stereoselective Construction of Spiro‐Indolenine Frameworks through a Prins/Friedel–Crafts Cyclization Cascade Reaction

Author(s) -

Chandrashekhar Rapelli,

Vemulapalli Sahithya Phani Babu,

Sridhar Balasubramanian,

Subba Reddy Basireddy Venkata

Publication year - 2018

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201701812

Subject(s) - chemistry , friedel–crafts reaction , prins reaction , trifluoroacetic acid , stereoselectivity , trifluoroacetic anhydride , derivative (finance) , organic chemistry , cascade , catalysis , chromatography , financial economics , economics

A strategy has been developed for the synthesis of dispiro‐3 H ‐indoles by employing a 3‐({[2‐(1 H ‐indol‐3‐yl)ethyl]amino}methyl)but‐3‐en‐1‐ol derivative and various aldehydes in a sequential Prins/Friedel–Crafts cyclization in the presence of readily accessible trifluoroacetic acid (TFA) under mild conditions over a short period of time. This method proceeded smoothly with a wide range of aldehydes and provided the products in good yields with a broad pattern of substituents.

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