Open AccessNew Reactions of Contraction of the o-Quinone Ring with the Formation of Derivatives of 2-(2-Indolyl)-cyclopenta[b]pyrrole-3,4-diones and Pyrindino[1,2-a]indoles: A Combined Experimental and Density Functional Theory Investigation
Author(s) -
Yu. A. Sayapin,
И. В. Дороган,
Е. А. Gusakov,
Duong Nghia Bang,
В. В. Ткачев,
Inna O. Tupaeva,
Dai Lam Tran,
Trang Van Nguyen,
Toan Ngoc Duong,
Vũ Đình Hoàng,
Tatyana A. Krasnikova,
С. М. Алдошин,
Владимир И. Минкин
Publication year - 2021
Publication title -
acs omega
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.779
H-Index - 40
ISSN - 2470-1343
DOI - 10.1021/acsomega.1c02033
Subject(s) - pyrrole , chemistry , quinone , contraction (grammar) , ring (chemistry) , density functional theory , stereochemistry , computational chemistry , organic chemistry , medicine
Derivatives of 2-(2-indolyl)-cyclopenta[b]pyrrole-3,4-diones and pyrindino[1,2-a]indoles were synthesized by a new reaction of contraction of the o -quinone ring, and their structures were investigated by X-ray crystallography and nuclear magnetic resonance spectroscopy. The mechanisms of the reactions were suggested based on density functional theory calculations of the critical parts of the potential energy surfaces.