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Synthesis of 4H-chromene-3-carbaldehydes via ring-opening of gem-dichlorocyclopropane-fused 4H-chromenes

Irina Alexandrovna Semenova 1
Irina Alexandrovna Semenova
, 
Vitaly Aleksandrovich Osyanin 1, 2
Vitaly Aleksandrovich Osyanin
2 Togliatti State University, 445020 Togliatti, Russian Federation
10.71267/mencom.7954
Published 2026-03-24
Communication , Volume 36, Issue 3, 342-344
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Semenova I. A., Osyanin V. A. Synthesis of 4H-chromene-3-carbaldehydes via ring-opening of gem-dichlorocyclopropane-fused 4H-chromenes // Mendeleev Communications. 2026. Vol. 36. No. 3. pp. 342-344.
GOST all authors (up to 50) Copy
Semenova I. A., Osyanin V. A. Synthesis of 4H-chromene-3-carbaldehydes via ring-opening of gem-dichlorocyclopropane-fused 4H-chromenes // Mendeleev Communications. 2026. Vol. 36. No. 3. pp. 342-344.
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TY - JOUR
DO - 10.71267/mencom.7954
UR - https://mendcomm.colab.ws/publications/10.71267/mencom.7954
TI - Synthesis of 4H-chromene-3-carbaldehydes via ring-opening of gem-dichlorocyclopropane-fused 4H-chromenes
T2 - Mendeleev Communications
AU - Semenova, Irina Alexandrovna
AU - Osyanin, Vitaly Aleksandrovich
PY - 2026
DA - 2026/03/24
PB - Mendeleev Communications
SP - 342-344
IS - 3
VL - 36
ER -
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@article{2026_Semenova,
author = {Irina Alexandrovna Semenova and Vitaly Aleksandrovich Osyanin},
title = {Synthesis of 4H-chromene-3-carbaldehydes via ring-opening of gem-dichlorocyclopropane-fused 4H-chromenes},
journal = {Mendeleev Communications},
year = {2026},
volume = {36},
publisher = {Mendeleev Communications},
month = {Mar},
url = {https://mendcomm.colab.ws/publications/10.71267/mencom.7954},
number = {3},
pages = {342--344},
doi = {10.71267/mencom.7954}
}
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Semenova, Irina Alexandrovna, and Vitaly Aleksandrovich Osyanin. “Synthesis of 4H-chromene-3-carbaldehydes via ring-opening of gem-dichlorocyclopropane-fused 4H-chromenes.” Mendeleev Communications, vol. 36, no. 3, Mar. 2026, pp. 342-344. https://mendcomm.colab.ws/publications/10.71267/mencom.7954.
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Keywords

1H-benzo[f]chromene-2-carbaldehydes
4H-chromene-3-carbaldehydes
fused 1,1-dichlorocyclopropanes
rearrangement
silver(I) salts

Abstract

4H-Chromene-3-carbaldehydes were obtained via ringopening of gem-dichlorocyclopropane-fused 4H-chromenes upon treatment with silver or sodium acetates in boiling acetic acid. This transformation proceeds efficiently (up to 88% yield) and represents a rare example for the conversion of 1,1-dihalocyclopropanes into α,β-enals. The reaction tolerates a range of (hetero)aryl substituents and is applicable to both chromene and benzochromene scaffolds.

Funders

Russian Science Foundation
22-13-00253-P

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