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Electron Transfer‐Catalyzed Diels–Alder Reactions with 2‐Vinylindoles
Author(s) -
Wiest O.,
Steckhan E.
Publication year - 1993
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199309011
Subject(s) - catalysis , chemistry , carbazole , yield (engineering) , indole test , electron transfer , diels–alder reaction , photochemistry , organic chemistry , medicinal chemistry , materials science , metallurgy
A Diets–Alder reaction between two electronrich components is possible with electron transfer catalysis. 2‐Vinylindole radical cations generated in this way react with 1,3‐cyclohexadienes to yield highly substituted carbazole derivatives such as 1 . This reaction is interesting above all for the synthesis of indole alkaloids. R 1 ‐ R 3 are, for example, H, Me, i Pr, Ph.
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