Cai, Yuxing’s team published research in Organic Letters in 2021-12-03 | CAS: 1468-83-3

Organic Letters published new progress about Acylation. 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Product Details of C6H6OS.

Cai, Yuxing published the artcileN-Heterocyclic Carbene-Catalyzed 1,4-Alkylacylation of 1,3-Enynes, Product Details of C6H6OS, the main research area is allenone preparation; enyne aldehyde radical precursor alkylacylation heterocyclic carbene catalyst.

The radical relay coupling reaction recently emerged as a powerful synthetic strategy for producing tetrasubstituted allenes R(R1CHR2)C=C=C(R3)C(O)R4 (R = H, Me; R1 = trifluoromethyl, 1,1-difluoro-2-methoxy-2-oxoethyl, 3-cyanopropyl, etc.; R2 = Me, Ph, thiophen-3-yl, pyridin-3-yl, etc.; R3 = hexyl, cyclopropyl, Ph, 4-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)butyl, etc.; R4 = Ph, furan-2-yl, pyridin-3-yl, etc.). However, bond-forming processes involving the allenyl radical intermediate are mostly limited to those promoted by transition metals. In this report, a ketyl radical generated from single-electron oxidation of the Breslow intermediate, which is an excellent coupling partner of allenyl radicals is described. An organocatalytic 1,4-alkylacylation of 1,3-enynes RCH=C(R2)CCR3 occurred smoothly in the presence of an aldehyde R4CHO, a radical precursor, and an N-heterocyclic carbene catalyst. This transformation showed remarkable tolerance to both aromatic and aliphatic aldehydes, enyne substitution, and diversified radical precursors.

Organic Letters published new progress about Acylation. 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Product Details of C6H6OS.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem