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Direct Synthesis of Water‐Tolerant Alkyl Indium Reagents and Their Application in Palladium‐Catalyzed Couplings with Aryl Halides
Author(s) -
Shen ZhiLiang,
Goh Kelvin Kau Kiat,
Yang YongSheng,
Lai YinChang,
Wong Colin Hong An,
Cheong HaoLun,
Loh TeckPeng
Publication year - 2011
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201005798
Subject(s) - reagent , halide , aryl , alkyl , palladium , indium , chemistry , catalysis , combinatorial chemistry , dimethylacetamide , organic synthesis , organic chemistry , solvent
A direct result : Alkyl indium reagents are synthesized by the insertion of indium into alkyl halide mediated by CuCl. The synthetic utility of these reagents is demonstrated by their palladium‐catalyzed coupling with aryl halides (see scheme). The reagents are compatible with various functional groups, and this makes the protocol generally useful in organic synthesis. DMA= N , N ‐dimethylacetamide, TBS= tert ‐butyldimethylsilyl.