TY - JOUR

T1 - Heterocycle-guided synthesis of m -hetarylanilines via three-component benzannulation

AU - Galeev, Andrey R

AU - Dmitriev, Maksim V

AU - Novikov, Alexander S

AU - Maslivets, Andrey N

PY - 2024/9/2

Y1 - 2024/9/2

N2 - A one-pot three-component synthesis of substituted meta-hetarylanilines from heterocycle-substituted 1,3-diketones has been developed. The electron-withdrawing power of the heterocyclic substituent (which can be estimated on the basis of calculated Hammett constants) in the 1,3-diketone plays a pivotal role in the studied reaction. The series of meta-hetarylanilines prepared (21-85% isolated yield) demonstrates the synthetic utility of the developed method.

AB - A one-pot three-component synthesis of substituted meta-hetarylanilines from heterocycle-substituted 1,3-diketones has been developed. The electron-withdrawing power of the heterocyclic substituent (which can be estimated on the basis of calculated Hammett constants) in the 1,3-diketone plays a pivotal role in the studied reaction. The series of meta-hetarylanilines prepared (21-85% isolated yield) demonstrates the synthetic utility of the developed method.

KW - 1,3-diketone

KW - Hammett constants

KW - aniline

KW - benzannulation

KW - condensation

KW - terphenyl

UR - https://www.mendeley.com/catalogue/f2041a88-1ba5-3d51-984a-c48d7f377177/

U2 - 10.3762/bjoc.20.188

DO - 10.3762/bjoc.20.188

M3 - Article

C2 - 39286792

VL - 20

SP - 2208

EP - 2216

JO - Beilstein Journal of Organic Chemistry

JF - Beilstein Journal of Organic Chemistry

SN - 1860-5397

ER -