化学
磺酸盐
卤化
烷基
反应性(心理学)
试剂
选择性
芳基
药物化学
有机化学
催化作用
钠
医学
替代医学
病理
作者
Adrien Dumas,Da Li,Sonia Pinet,David Corona‐Becerril,Stephen Hanessian
标识
DOI:10.1139/cjc-2020-0510
摘要
A series of 2- and 3-pyridyl sulfonate and tosylate esters of primary and secondary alcohols were synthesized and evaluated in the bromination reaction with MgBr 2 ·Et 2 O. The greater coordinating ability of the 2-pyridyl sulfonate esters accounted for its observed superior reactivity and selectivity. Reaction of neopentyl and phenyl 2-pyridyl sulfonates with a variety of aryl and heteroaryl Li reagents led to 2-substituted pyridines at temperatures as low as −78 °C via an S N Ar process. Mechanistic considerations are discussed.
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