Copper‐Catalyzed Cross‐Coupling Reaction of Organoboron Compounds with Primary Alkyl Halides and Pseudohalides

Catalyst Controlled Regiodivergent Arylboration of Dienes

“…Application of C–C 24 and C–O 25 cross-coupling reactions with 4 led to synthesis of 29 and 30 , respectively. Zweifel-type olefination with 13 led to formation of diene 31 , whereas oxidation of 14 allowed for synthesis of 32 .…”

Copper-Catalyzed Cross-Coupling Reaction of Allyl Boron Ester with 1°/2°/3°-Halogenated Alkanes

“…4 In 2011, Liu et al successfully achieved the Cu-catalyzed crosscoupling reactions between aryl boronate esters and primary alkyl electrophiles. 5 Lately, for the formation of C(sp 3 )−C(sp 3 ) bonds, the cross-coupling reaction of halogenated alkanes with alkyl Grignard reagents under Cu catalysis has also been achieved. 6 However, the disadvantages of Grignard reagents are well-known, including moisture-sensitivity, manipulation difficulty, and decreased functional-group tolerance.…”

Exhaustive Suzuki–Miyaura reactions of polyhalogenated heteroarenes with alkyl boronic pinacol esters

“…In general, LiO t Bu is not included as a base during empirical screens of Suzuki-Miyaura reaction conditions. 12,18 These results suggest that it could be of broad relevance to base-tolerant substrates.…”