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When Indoles Meet Allene and its Derivatives
Author(s) -
Alonso José M.,
Muñoz María Paz
Publication year - 2020
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.202001269
Subject(s) - allene , chemistry , indole test , carbene , nucleophile , reactivity (psychology) , chirality (physics) , combinatorial chemistry , enantioselective synthesis , bimetallic strip , nucleophilic addition , organic chemistry , catalysis , medicine , chiral symmetry breaking , alternative medicine , physics , pathology , quantum mechanics , nambu–jona lasinio model , quark
The allene functional group and the indole ring have emerged as recurring building blocks in organic chemistry due to their diverse reactivity and straightforward preparation. In addition, the biological properties and natural occurrence of indole give a remarkable added‐value to newly‐prepared indole‐based structures. In the last decade, the combination of allenes and indoles as co‐reactants has revealed a fruitful reactivity allowing the synthesis of complex structures and the investigation of new mechanistic pathways, such as the challenging asymmetric nucleophilic addition using optically pure allenes as chirality transfer agents, the double nucleophilic addition through metal carbene intermediates, or novel hybrid catalysis in a bimetallic system. Herein we report a critical review into the wide and fascinating ways allenes and indoles can interact, and the structural diversity that can be therefore achieved.