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Lewis Acid Promoted Regioselective Double Hydro(hetero)arylation of 6,6′‐Dialkyl‐Substituted Pentafulvenes: A Facile Approach to Bisindole Derivatives
Author(s) -
Sasikumar Parameswaran,
Prabha Bernard,
Chand Sarngadharan Sarath,
Aswathy Maniyamma,
Madhukrishnan Murali,
Preethanuj Preethalayam,
Suresh Eringathodi,
Jaroschik Florian,
Radhakrishnan Kokkuvayil Vasu
Publication year - 2017
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.201700742
Subject(s) - chemistry , regioselectivity , cyclopentene , lewis acids and bases , alkyl , combinatorial chemistry , organic chemistry , catalysis
A Lewis acid catalyzed double hydro(hetero)arylation of alkyl‐substituted pentafulvenes for the synthesis of bisindole‐substituted cyclopentenoids has been developed. The scope of the reaction was explored with a wide range of indoles and pentafulvenes, and mechanistic insights were obtained. In addition, we have also demonstrated a hydro(hetero)arylation–dehydroxylation reaction of 2‐hydroxy‐substituted pentafulvenes to afford bisindole derivatives with isoprenyl‐substituted cyclopentene moieties.