Research output: Contribution to journal › Article › peer-review
Reaction of Pyrrolobenzothiazines with Schiff Bases and Carbodiimides: Approach to Angular 6/5/5/5-Tetracyclic Spiroheterocycles. / Lystsova, Ekaterina A.; Novokshonova, Anastasia D.; Khramtsov, Pavel V.; Novikov, Alexander S.; Dmitriev, Maksim V.; Maslivets, Andrey N.; Khramtsova, Ekaterina E.
In: Molecules, Vol. 29, No. 9, 2089, 01.05.2024.Research output: Contribution to journal › Article › peer-review
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TY - JOUR
T1 - Reaction of Pyrrolobenzothiazines with Schiff Bases and Carbodiimides: Approach to Angular 6/5/5/5-Tetracyclic Spiroheterocycles
AU - Lystsova, Ekaterina A.
AU - Novokshonova, Anastasia D.
AU - Khramtsov, Pavel V.
AU - Novikov, Alexander S.
AU - Dmitriev, Maksim V.
AU - Maslivets, Andrey N.
AU - Khramtsova, Ekaterina E.
PY - 2024/5/1
Y1 - 2024/5/1
N2 - 1 H-Pyrrole-2,3-diones, fused at [ e]-side with a heterocycle, are suitable platforms for the synthesis of various angular polycyclic alkaloid-like spiroheterocycles. Recently discovered sulfur-containing [ e]-fused 1 H-pyrrole-2,3-diones (aroylpyrrolobenzothiazinetriones) tend to exhibit unusual reactivity. Based on these peculiar representatives of [ e]-fused 1 H-pyrrole-2,3-diones, we have developed an approach to an unprecedented 6/5/5/5-tetracyclic alkaloid-like spiroheterocyclic system of benzo[ d]pyrrolo[3',4':2,3]pyrrolo[2,1- b]thiazole via their reaction with Schiff bases and carbodiimides. The experimental results have been supplemented with DFT computational studies. The synthesized alkaloid-like 6/5/5/5-tetracyclic compounds have been tested for their biotechnological potential as growth stimulants in the green algae Chlorella vulgaris.
AB - 1 H-Pyrrole-2,3-diones, fused at [ e]-side with a heterocycle, are suitable platforms for the synthesis of various angular polycyclic alkaloid-like spiroheterocycles. Recently discovered sulfur-containing [ e]-fused 1 H-pyrrole-2,3-diones (aroylpyrrolobenzothiazinetriones) tend to exhibit unusual reactivity. Based on these peculiar representatives of [ e]-fused 1 H-pyrrole-2,3-diones, we have developed an approach to an unprecedented 6/5/5/5-tetracyclic alkaloid-like spiroheterocyclic system of benzo[ d]pyrrolo[3',4':2,3]pyrrolo[2,1- b]thiazole via their reaction with Schiff bases and carbodiimides. The experimental results have been supplemented with DFT computational studies. The synthesized alkaloid-like 6/5/5/5-tetracyclic compounds have been tested for their biotechnological potential as growth stimulants in the green algae Chlorella vulgaris.
KW - 1H-pyrrole-2,3-dione
KW - Chlorella
KW - DFT calculations
KW - Schiff base
KW - carbodiimide
KW - nitrogen heterocycle
KW - sulfur heterocycle
UR - https://www.mendeley.com/catalogue/2c64144b-cb8d-31a3-b252-45b36e6d8512/
U2 - 10.3390/molecules29092089
DO - 10.3390/molecules29092089
M3 - Article
C2 - 38731580
VL - 29
JO - Molecules
JF - Molecules
SN - 1420-3049
IS - 9
M1 - 2089
ER -
ID: 119606676