Organic Chemistry Portal >
Reactions > Organic Synthesis Search

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.