Nickel(II)-Catalyzed Unexpected [3 + 2] Cycloaddition/[3,3]-Rearrangement of N-Vinyl α,β-Unsaturated Nitrones with 2-Alkynyl Quinazolinones DOI

Xiaoting Qin,

Yue Leng,

Lin Ning

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Май 15, 2025

A nickel(II)-catalyzed unexpected [3 + 2] cycloaddition/[3,3]-rearrangement cascade reaction was developed for the preparation of various polysubstituted 1-pyrroline-tethered quinazolinones containing three contiguous stereocenters in moderate to good yields with high diastereoselectivity from N-vinyl cinnamaldehyde nitrones and 2-alkynyl quinazolinones. Polysubstituted pyrrolizine-tethered were obtained when replaced by chalcone nitrones. The present method features a broad substrate scope, [3,3]-rearrangement selectivity diastereoselectivity, two substituent bifurcated types N-heterocycles.

Язык: Английский

Nickel(II)-Catalyzed Unexpected [3 + 2] Cycloaddition/[3,3]-Rearrangement of N-Vinyl α,β-Unsaturated Nitrones with 2-Alkynyl Quinazolinones DOI

Xiaoting Qin,

Yue Leng,

Lin Ning

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Май 15, 2025

A nickel(II)-catalyzed unexpected [3 + 2] cycloaddition/[3,3]-rearrangement cascade reaction was developed for the preparation of various polysubstituted 1-pyrroline-tethered quinazolinones containing three contiguous stereocenters in moderate to good yields with high diastereoselectivity from N-vinyl cinnamaldehyde nitrones and 2-alkynyl quinazolinones. Polysubstituted pyrrolizine-tethered were obtained when replaced by chalcone nitrones. The present method features a broad substrate scope, [3,3]-rearrangement selectivity diastereoselectivity, two substituent bifurcated types N-heterocycles.

Язык: Английский

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