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Synthesis of [60]- and [70]Fullerene-Fused Tetrahydroquinoxaline Derivatives by Oxidative [4 + 2] Cycloaddition with Unusual Reactivity and Regioselectivity

Journal Article · · Organic Letters

Not provided.

Research Organization:
Florida State Univ., Tallahassee, FL (United States)
Sponsoring Organization:
USDOE Office of Science (SC)
DOE Contract Number:
SC0020260
OSTI ID:
1978215
Journal Information:
Organic Letters, Vol. 24, Issue 35; ISSN 1523-7060
Publisher:
American Chemical Society
Country of Publication:
United States
Language:
English

References (40)

Fullerenes in biology and medicine journal January 2017
Design, synthesis and photoinduced processes in molecular interlocked photosynthetic [60]fullerene systems journal January 2020
Isolation and characterization of Diels–Alder adducts of C60with anthracene and cyclopentadiene journal January 1993
Cyclopropanierung von Fullerenen journal August 1993
Fullerene Chemistry in Three Dimensions: Isolation of Seven Regioisomeric Bisadducts and Chiral Trisadducts of C60 and Di(ethoxycarbonyl)methylene journal March 1994
Efficient cyclopropanation of C60 starting from malonates journal January 1997
Addition of azomethine ylides to C60: synthesis, characterization, and functionalization of fullerene pyrrolidines journal October 1993
Fulleropyrrolidines:  A Family of Full-Fledged Fullerene Derivatives journal September 1998
Systematic Inflation of Buckminsterfillerene C 60 : Synthesis of Diphenyl Fulleroids C 61 to C 66 journal November 1991
Preparation and Characterization of Fulleroid and Methanofullerene Derivatives journal February 1995
Carbene Additions to Fullerenes journal June 2013
1,3-Dipolar Cycloaddition of N-Methylazomethine Ylide to C70 journal October 1995
Synthesis of [70]Azafulleroids:  Investigations of Azide Addition to C70 journal February 1997
Benzyne Adds Across a Closed 5−6 Ring Fusion in C70:  Evidence for Bond Delocalization in Fullerenes journal February 1998
The First Structurally Characterized Homofullerene (Fulleroid) journal August 1999
Reductive Activation of C70 Equatorial Carbons and Structurally Characterized C70 δ-Adduct with Closed [5,6]-Ring Fusion journal August 2017
Site-Selectivity of Prato Additions to C70: Experimental and Theoretical Studies of a New Thermodynamic Product at the dd-[5,6]-Junction journal June 2019
Chemistry of the Higher Fullerenes: Preparative isolation of C76by HPLC and synthesis, separation, and characterization ofDiels-Aldermonoadducts of C70and C76 journal November 1994
Synthesis, Separation, and Characterization of Optically Pure C76 Mono-Adducts journal October 1996
Preparation of Enantiomerically Pure C76 with a General Electrochemical Method for the Removal of Di(alkoxycarbonyl)methano Bridges from Methanofullerenes: The Retro-Bingel Reaction journal August 1998
Chemistry of C84: Separation of Three Constitutional Isomers and Optical Resolution ofD2-C84 by Using the “Bingel-Retro-Bingel” Strategy journal June 1999
Exohedral functionalization of endohedral metallofullerenes: Interplay between inside and outside journal June 2019
Endohedral Metallofullerenes: An Ideal Platform of Sub‐Nano Chemistry journal December 2021
Regioselective Synthesis and Characterization of Tris- and Tetra-Prato Adducts of M3N@C80 (M = Y, Gd) journal June 2020
Anomalous Cis ‐Conformation Regioselectivity of Heterocycle‐Fused Sc 3 N@ D 3 h ‐C 78 Derivatives journal February 2021
Unexpected Formation of Metallofulleroids from Multicomponent Reactions, with Crystallographic and Computational Studies of the Cluster Motion journal October 2021
Unexpected Formation of Pyrazoline-Fused Metallofullerenes from the Multicomponent Cascade Reaction of Sc3N@Ih-C80 with Tetrazines, Water, and Oxygen journal May 2022
Diels–Alder reactions for carbon material synthesis and surface functionalization journal January 2013
Dihydrothiopyran-fused [60]fullerene from hetero-Diels–Alder reaction with thioacrylamide and acyl chloride journal January 1995
The First Hetero-Diels−Alder Reaction of C60 with 1-Azadienes. Synthesis of Tetrahydropyrido[2‘,3‘:1,2][60]fullerene Derivatives journal October 1998
Heterocycloaddition of thermally generated 1,2-diaza-1,3-butadienes to [60]fullerene journal June 2006
Synthesis of Fullerotetrahydroquinolines via [4 + 2] Cycloaddition Reaction of [60]Fullerene with in Situ Generated Aza-o-quinone Methides journal February 2018
Pd(II)-Catalyzed Aerobic Intermolecular 1,2-Diamination of Conjugated Dienes: A Regio- and Chemoselective [4 + 2] Annulation for the Synthesis of Tetrahydroquinoxalines journal May 2017
Intermolecular Vicinal Diaminative Assembly of Tetrahydroquinoxalines via Metal-free Oxidative [4 + 2] Cycloaddition Strategy journal March 2020
Unexpected Diels–Alder reaction of [60]fullerene with electron-deficient ferrocenes as cyclopentadiene surrogates journal January 2021
Quinone Imides. VIII. Synthesis and Reactions of o-Quinone Diimides journal December 1951
Approaches to Open Fullerenes: A 1,2,3,4,5,6-Hexaadduct of C60 journal September 2006
Synthesis of Fullerene-Fused Lactones and Fullerenyl Esters: Radical Reaction of [60]Fullerene with Carboxylic Acids Promoted by Manganese(III) Acetate and Lead(IV) Acetate journal September 2009
Metal-Free-Catalyzed Three-Component [2+2+2] Annulation Reaction of [60]Fullerene, Ketones, and Indoles: Access to Diverse [60]Fullerene-Fused 1,2-Tetrahydrocarbazoles journal February 2021
Fullertubes: Cylindrical Carbon with Half-Fullerene End-Caps and Tubular Graphene Belts, Their Chemical Enrichment, Crystallography of Pristine C 90 - D 5h (1) and C 100 - D 5d (1) Fullertubes, and Isolation of C 108 , C 120 , C 132 , and C 156 Cages of Unknown Structures journal August 2020