In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Nickel-catalyzed Negishi coupling of cyclobutanone oxime esters with aryl zinc reagents, published in 2020, which mentions a compound: 52287-51-1, mainly applied to alkyl nitrile preparation; cyclobutanone oxime ester aryl zinc Negishi coupling nickel catalyst, Computed Properties of C8H7BrO2.
A nickel-catalyzed Negishi coupling of cyclobutanone oxime esters e.g., cyclobutanone O-(4-(trifluoromethyl)benzoyl)oxime with aryl zinc reagents RZnR (R = Ph, 4-methoxyphenyl, 2H-1,3-benzodioxol-5-yl, etc.) has been developed, in which nickel serves both as an initiator for imine radicals and a catalyst for the coupling of aryl zinc reagents with oxime esters. The protocol can avoid the use of poisonous cyanide and has broad substrate scope as well as good functional group compatibility. Therefore, this method provides an attractive strategy for the synthesis of valuable nitriles RCH(R1)C(R2)(R3)CH2CN (R1 = H, Me, Bn, pentyl, but-3-en-1-yl, prop-2-en-1-yl; R2 = H, Me; R3 = H, Ph, Bn, naphthalen-2-yl, etc.; R2R3 = -(CH2)10-) and trans-2-(2-(4-methoxyphenyl)cyclopent-3-en-1-yl)acetonitrile, etc. Preliminary mechanistic studies indicate that a radical pathway is involved in the product formation.
This literature about this compound(52287-51-1)Computed Properties of C8H7BrO2has given us a lot of inspiration, and I hope that the research on this compound(6-Bromo-2,3-dihydrobenzo[b][1,4]dioxine) can be further advanced. Maybe we can get more compounds in a similar way.
Reference:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics