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. 2017 Mar 6;8(5):3512–3522. doi: 10.1039/c7sc00283a

Table 2. Exploring various alkylboron compounds a .

Inline graphic
Alkylboron Reduction potential Result Drawbacks
graphic file with name c7sc00283a-u4.jpg >2.5 V vs. SCE No conversion • Air sensitive
• Poor redox properties
graphic file with name c7sc00283a-u5.jpg >2.5 V vs. SCE No conversion • Limited commercial availability
• Poor atom economy
• Poor redox properties
graphic file with name c7sc00283a-u6.jpg >2.5 V vs. SCE <5% conversion • Air sensitive
• Poor atom economy
• Poor redox properties
graphic file with name c7sc00283a-u7.jpg +1.1 V vs. SCE No conversion • Limited commercial availability
• Hydrolytically unstable
• Poor atom economy
graphic file with name c7sc00283a-u8.jpg

aReactions were run with heteroarene (1.0 equiv.), alkylboron reagent (1.0 equiv.), MesAcr (5 mol%), K2S2O8 (2.0 equiv.), trifluoroacetic acid (1.0 equiv.) in MeCN/H2O (1 : 1) on 0.2 mmol scale.