Journal
ORGANIC LETTERS
Volume 20, Issue 10, Pages 2902-2905Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b00961
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Funding
- Novartis
- NSF (GOALI SusChEM) [1566212]
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Use of B-sp(3)-alkyl reagents for Suzuki-Miyaura couplings under aqueous micellar catalysis conditions is reported. Studies as to substrate scope, use in a four-step one-pot sequence, and reaction medium recycling exemplify the synthetic utility of this technology. OBBD (B-alkyl-9-oxa-10-borabicyclo[3.3.2]decane) derivatives are easily made and utilized for couplings under mild conditions. Comparisons were also made between OBBD and 9-BBN (B-alkyl-9-borabicyclo[3.3.1]nonane) derivatives as reaction partners.
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