Categories: Synthesis of N-Heterocycles > benzo-fused N-Heterocycles >
Synthesis of isoindolines
Recent Literature
A facile method provides N-aryl-substituted azacycles from arylamines
and cyclic ethers in the presence of POCl3 and DBU. Using this method,
various azacycloalkanes, isoindolines, and tetrahydroisoquinolines were prepared
in high yields. This synthetic method offers an efficient approach to the
production of five- and six-membered azacycles.
M. T. La, S. Kang, H.-K. Kim, J. Org. Chem., 2019, 84,
6689-6696.
Co2(CO)8 catalyzes chemodivergent syntheses of
pyrrolidines and pyrrolidones from levulinic acid and aromatic amines under
slightly different hydrosilylation conditions. 1.5 and 3 equiv of phenylsilane
selectively yielded pyrrolidone and pyrrolidine, respectively.
S. Sundar, T. Veerappan, A. Pennamuthiriyan, R. Rengan, J. Org. Chem., 2023, 88,
16967-16977.
Acid-catalysed intramolecular hydroamination of 2-alkenylarylethylamine
derivatives gives smoothly isoindolines via benzylic carbenium ion generation.
L. Henderson, D. W. Knight, A. C. Williams, Synlett, 2012, 23,
1667-1669.
An operationally simple direct δ-amination reaction of sp3
C-H bonds, employing molecular iodine (I2) as the sole oxidant under
transition-metal-free conditions, provides facile, efficient access to
pyrrolidines and related heterocyclic derivatives from readily accessible
substrates.
W. Ye, H. Xiong, M. Wang, J. Chang, W. Yu, J. Org. Chem., 2024, 89,
3481-3490.
Synergistic palladium and Brønsted acid catalysis enables a
diastereoselective cyclization of chiral sulfinamides as nucleophiles to provide
chiral isoindolines with good yields and high diastereoselectivities.
C.-T. Hung, C.-W. Lu, S.-H. Huang, Y.-F. Lu, H.-C. Chou, C.-C. Tsai, J. Org. Chem., 2021, 86,
12354-12366.