Synthesis and structural studies of 5,7(4,6)-di(tert-butyl)-2-(6,8-dimethyl-4-chloroquinolin-2-yl)-1,3-tropolones by quantum-chemical methods and two-dimensional correlation NMR spectroscopy


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Abstract

4,6-Di(tert-butyl)-2-(quinolin-2-yl)-1,3-tropolone (7′) was isolated for the first time from the acid-catalyzed reaction of 2-methyl-substituted nitrogen heterocycles with 1,2-benzoquinones, which proceeds with the expansion of the o-quinone ring to give mainly isomeric 5,7-di(tert-butyl)-2-(quinolin-2-yl)-1,3-tropolone.

About the authors

G. S. Borodkin

Institute of Physical and Organic Chemistry

Author for correspondence.
Email: nmr@ipoc.sfedu.ru
Russian Federation, pr. Stachki 194/2, Rostov-on-Don, 344090

A. A. Kolodina

Institute of Physical and Organic Chemistry

Email: nmr@ipoc.sfedu.ru
Russian Federation, pr. Stachki 194/2, Rostov-on-Don, 344090

I. V. Dorogan

Institute of Physical and Organic Chemistry

Email: nmr@ipoc.sfedu.ru
Russian Federation, pr. Stachki 194/2, Rostov-on-Don, 344090

E. A. Gusakov

Institute of Physical and Organic Chemistry

Email: nmr@ipoc.sfedu.ru
Russian Federation, pr. Stachki 194/2, Rostov-on-Don, 344090

I. G. Borodkina

Institute of Physical and Organic Chemistry

Email: nmr@ipoc.sfedu.ru
Russian Federation, pr. Stachki 194/2, Rostov-on-Don, 344090

P. B. Chepurnoi

Institute of Physical and Organic Chemistry

Email: nmr@ipoc.sfedu.ru
Russian Federation, pr. Stachki 194/2, Rostov-on-Don, 344090

Yu. A. Sayapin

Institute of Physical and Organic Chemistry; Southern Research Center

Email: nmr@ipoc.sfedu.ru
Russian Federation, pr. Stachki 194/2, Rostov-on-Don, 344090; ul. Chekhova 41, Rostov-on-Don, 344006


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