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One‐Pot Synthesis of 3‐(2‐Fluoroalkenyl)indoles
Author(s) -
Aldoshin Alexander S.,
Tabolin Andrey A.,
Ioffe Sema L.,
Nenajdenko Valentine G.
Publication year - 2019
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.201900573
Subject(s) - chemistry , yield (engineering) , catalysis , michael reaction , organic chemistry , base (topology) , combinatorial chemistry , mathematical analysis , materials science , mathematics , metallurgy
An unprecedented one‐pot synthesis of 3‐(fluoroalkenyl)indoles was developed. This process involves a catalyst‐free Michael addition of β‐fluoro‐β‐nitrostyrenes to indoles in neat followed by elimination of HNO 2 using DBU as a base. The effectiveness of this approach was demonstrated through the preparation of variety of target products in up to 75 % isolated yield.