Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 4-Chloro-4′-ethynyl-1,1′-biphenyl, is researched, Molecular C14H9Cl, CAS is 57399-11-8, about Chemodivergent Synthesis of One-Carbon-Extended Alcohols via Copper-Catalyzed Hydroxymethylation of Alkynes with Formic Acid.Formula: C14H9Cl.
Here an intriguing strategy for the chemodivergent copper-catalyzed hydroxymethylation of alkynes RCCR1 (R = Ph, cyclopropyl, thiophen-2-yl, etc.; R1 = Ph, H, 3-fluorophenyl, 2-fluorophenyl, etc.) and R2CCH [R2 = 4-(4-methylphenyl)phenyl, 4-(4-fluorophenyl)phenyl, 4-(thiophen-2-yl)phenyl, etc.] and 9-ethynylphenanthrene with formic acid and hydrosilane has been developed. By simply tuning the amount of formic acid and reaction temperature, distinct one-carbon-extended primary alcs., i.e., allylic alcs. (E)/(Z)-RCH=C(R1)CH2OH and β-branched alkyl alcs., (S)-R2CH(CH3)CH2OH and (S)-2-(phenanthren-9-yl)propan-1-ol were produced with high levels of Z/E-, regio-, and enantioselectivity.
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Reference:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem