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Review

Halogen-Induced Controllable Cyclizations as Diverse Heterocycle Synthetic Strategy

1
Department of Medical Bioscience, Nagahama Institute of Bio-Science and Technology, 1266, Tamuracho Nagahama-shi, Shiga 526-0829, Japan
2
Department of Chemistry, J. C. Bose University of Science & Technology, YMCA, NH-2, Sector-6, Mathura Road, Faridabad, Haryana 121006, India
3
College of Pharmaceutical Sciences, Ritsumeikan University, 1-1-1 Nojihigashi, Kusatsu, Shiga 525-0058, Japan
*
Authors to whom correspondence should be addressed.
Academic Editor: Victor Mamane
Molecules 2020, 25(24), 6007; https://doi.org/10.3390/molecules25246007
Received: 14 November 2020 / Revised: 14 December 2020 / Accepted: 14 December 2020 / Published: 18 December 2020
(This article belongs to the Special Issue Halogen-Controlled Synthesis of Useful Organic Molecules)
In organic synthesis, due to their high electrophilicity and leaving group properties, halogens play pivotal roles in the activation and structural derivations of organic compounds. Recently, cyclizations induced by halogen groups that allow the production of diverse targets and the structural reorganization of organic molecules have attracted significant attention from synthetic chemists. Electrophilic halogen atoms activate unsaturated and saturated hydrocarbon moieties by generating halonium intermediates, followed by the attack of carbon-containing, nitrogen-containing, oxygen-containing, and sulfur-containing nucleophiles to give highly functionalized carbocycles and heterocycles. New transformations of halogenated organic molecules that can control the formation and stereoselectivity of the products, according to the difference in the size and number of halogen atoms, have recently been discovered. These unique cyclizations may possibly be used as efficient synthetic strategies with future advances. In this review, innovative reactions controlled by halogen groups are discussed as a new concept in the field of organic synthesis. View Full-Text
Keywords: intramolecular cyclization; halocyclization; halogen intermediate; reagent switch; organocatalyst; substrate switch; endo/exo selectivity intramolecular cyclization; halocyclization; halogen intermediate; reagent switch; organocatalyst; substrate switch; endo/exo selectivity
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MDPI and ACS Style

China, H.; Kumar, R.; Kikushima, K.; Dohi, T. Halogen-Induced Controllable Cyclizations as Diverse Heterocycle Synthetic Strategy. Molecules 2020, 25, 6007. https://doi.org/10.3390/molecules25246007

AMA Style

China H, Kumar R, Kikushima K, Dohi T. Halogen-Induced Controllable Cyclizations as Diverse Heterocycle Synthetic Strategy. Molecules. 2020; 25(24):6007. https://doi.org/10.3390/molecules25246007

Chicago/Turabian Style

China, Hideyasu, Ravi Kumar, Kotaro Kikushima, and Toshifumi Dohi. 2020. "Halogen-Induced Controllable Cyclizations as Diverse Heterocycle Synthetic Strategy" Molecules 25, no. 24: 6007. https://doi.org/10.3390/molecules25246007

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