A Formal Synthesis of (+)-a-Allokainic Acid via Sulfanyl Radical Addition-Cyclization Reaction

A photocatalytic xanthate-based radical addition/cyclization reaction cascade toward 2-biphenylisocyanides is described as a practical and modular approach to 6-alkylated phenanthridines.

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Development of radical addition–cyclization–elimination reaction of oxime ether and its application to formal synthesis of (±)-martinelline

Tetrahedron ◽

10.1016/j.tet.2007.07.007 ◽

2007 ◽

Vol 63 (40) ◽

pp. 10092-10117 ◽

Cited By ~ 25

Author(s):

Okiko Miyata ◽

Atsushi Shirai ◽

Shintaro Yoshino ◽

Toshiki Nakabayashi ◽

Yoshifumi Takeda ◽

...

Keyword(s):

Radical Addition ◽

Elimination Reaction ◽

Oxime Ether ◽

Formal Synthesis

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The Optimization for Cyclization Reaction of 2-(2-Carbomethoxyethynyl)aniline Derivatives and Formal Synthesis of Pyrroloquinoline Quinone and Its Analogue Utilizing a Sequential Coupling-Cyclization Reaction.

ChemInform ◽

10.1002/chin.200619216 ◽

2006 ◽

Vol 37 (19) ◽

Author(s):

Kou Hiroya ◽

Shigemitsu Matsumoto ◽

Masayasu Ashikawa ◽

Hitomi Kida ◽

Takao Sakamoto

Keyword(s):

Pyrroloquinoline Quinone ◽

Cyclization Reaction ◽

Formal Synthesis ◽

Aniline Derivatives ◽

Sequential Coupling

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Intermolecular radical addition to N-acylhydrazones as a stereocontrol strategy for alkaloid synthesis: formal synthesis of quinine

Organic & Biomolecular Chemistry ◽

10.1039/c1ob05219e ◽

2011 ◽

Vol 9 (11) ◽

pp. 4039 ◽

Cited By ~ 16

Author(s):

Gregory K. Friestad ◽

An Ji ◽

Chandra Sekhar Korapala ◽

Jun Qin

Keyword(s):

Radical Addition ◽

Formal Synthesis ◽

Alkaloid Synthesis

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Synthesis of 4-Vinyl-1,2,3,4-tetrahydroisoquinoline from N-Tethered Benzyl-Alkenol Catalyzed by Indium(III) Chloride: Formal Synthesis of (±)-Isocyclocelabenzine

Synthesis ◽

10.1055/s-0037-1610750 ◽

2020 ◽

Vol 52 (09) ◽

pp. 1425-1434 ◽

Cited By ~ 1

Author(s):

Anil K. Saikia ◽

Ngangbam Renubala Devi ◽

Sudip Shit ◽

Bipin Kumar Behera

Keyword(s):

Functional Groups ◽

Cyclization Reaction ◽

Piperidine Ring ◽

Formal Synthesis ◽

Wide Range

An intramolecular Friedel–Crafts cyclization reaction catalyzed by indium(III) chloride for the formation of 4-vinyl-1,2,3,4-tetrahydroisoquinoline from N-tethered benzyl-alkenol in good yields has been described. The reaction is highly regioselective and generates an exocyclic vinyl functionality in the piperidine ring. The reaction is compatible with a wide range of functional groups. The strategy is demonstrated for the formal synthesis of (±)-isocyclocelabenzine alkaloid.

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