Reduction of [alpha], [beta]-unsaturated nitroalkenes with borane and borohydrides. A convenient route to 3-nitro-, 3-hydroxylamino-, and 3-amino-2H-1-benzopyran derivatives

Journal Article · · Journal of Heterocyclic Chemistry; (United States)

DOI:https://doi.org/10.1002/jhet.5570240343· OSTI ID:5526489

Varma, R S; Gai, Y Z; Kabalka, G W ^[1]

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1. Univ. of Tennessee, Knoxville, TN (United States)

The borohydride catalyzed borane reduction of 3-nitrochromenes provided a facile route to a variety of 3-hydroxylamino-5 and 3-amino-2H-1-benzopyranes. Reduction with methoxyborohydride species, on the other hand, provided 3-nitrochromans.

• DOE Contract Number: FG05-86ER60434
• OSTI ID: 5526489
• Journal Information: Journal of Heterocyclic Chemistry; (United States), Journal Name: Journal of Heterocyclic Chemistry; (United States) Vol. 24; ISSN 0022-152X; ISSN JHTCAD
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
ALKENES
BORANES
BOROHYDRIDES
BORON COMPOUNDS
CATALYSIS
CATALYTIC EFFECTS
CHEMICAL PREPARATION
CHEMICAL REACTIONS
HOMOGENEOUS CATALYSIS
HYDRIDES
HYDROCARBONS
HYDROGEN COMPOUNDS
MAGNETIC RESONANCE
NITRO COMPOUNDS
NUCLEAR MAGNETIC RESONANCE
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
REDUCTION
RESONANCE
SYNTHESIS