Titanocene(III)-Mediated 5-exo-trig Radical Cyclization: En Route to Spirooxindole-Based Tetrahydrofuran and Bicyclic Lactone

2019 ◽  
Vol 84 (24) ◽  
pp. 16124-16138 ◽  
Author(s):  
Jothi Lakshmi Nallasivam ◽  
Tushar Kanti Chakraborty
Keyword(s):  
Radical Cyclization ◽  
Bicyclic Lactone

Fluoride-Catalyzed Addition of PhSCF2SiMe3toN-Substituted Cyclic Imides Followed by Radical Cyclization: General Synthetic Strategy ofgem-Difluoromethylenated 1-Azabicyclic Compounds

2009 ◽  
Vol 74 (10) ◽  
pp. 3798-3805 ◽  
Author(s):  
Teerawut Bootwicha ◽  
Duanghathai Panichakul ◽  
Chutima Kuhakarn ◽  
Samran Prabpai ◽  
Palangpon Kongsaeree ◽  
...  
Keyword(s):  
Radical Cyclization ◽  
Synthetic Strategy ◽  
Cyclic Imides ◽  
Azabicyclic Compounds

Iron-Catalysed Radical Cyclization to Synthesize Germanium-Substituted Indolo[2,1-a]isoquinolin-6(5H)-ones and Indolin-2-ones

2021 ◽  
Author(s):  
Yani Luo ◽  
Tian Tian ◽  
Yasushi Nishihara ◽  
Leiyang Lv ◽  
Zhiping Li
Keyword(s):  
Radical Cyclization ◽  
One Pot ◽  
Efficient Strategy

A simple and efficient strategy for iron-catalysed cascade radical cyclization was developed, by which an array of germanium-substituted indolo[2,1-a]isoquinolin-6(5H)-ones and indolin-2-ones were obtained in one pot with germanium hydrides as...

Atom-transfer radical cyclization of α-bromocarboxamides under organophotocatalytic conditions

2021 ◽  
Vol 69 ◽  
pp. 152952
Author(s):  
Naoki Tsuchiya ◽  
Yusei Nakashima ◽  
Goki Hirata ◽  
Takashi Nishikata
Keyword(s):  
Radical Cyclization ◽  
Atom Transfer ◽  
Atom Transfer Radical Cyclization

Regioselective Synthesis of 2,3‐Dihydrobenzo[ f ]isoindolones via Ag‐Catalyzed Sequential Ugi 4CR/Cascade Radical Cyclization Reaction

2021 ◽  
Vol 363 (4) ◽  
pp. 1038-1043
Author(s):  
Ying‐Chun He ◽  
Yan‐Mei Yan ◽  
Zhen‐Xing Ren ◽  
Yong‐Zhao Wang ◽  
Qiang Yu ◽  
...  
Keyword(s):  
Radical Cyclization ◽  
Cyclization Reaction ◽  
Regioselective Synthesis

New Approach to the Steroid BCD-Ring System Using Tandem Radical Cyclization

1997 ◽  
Vol 62 (7) ◽  
pp. 1912-1913 ◽  
Author(s):  
Takashi Takahashi ◽  
Satoshi Tomida ◽  
Yasuharu Sakamoto ◽  
Haruo Yamada
Keyword(s):  
Ring System ◽  
Radical Cyclization ◽  
New Approach

A new synthetic method for an acromelic acid analog, a potent neuroexcitatory kainoid amino acid, via photoinduced benzyl radical cyclization

2002 ◽  
Vol 43 (43) ◽  
pp. 7777-7780 ◽  
Author(s):  
Satoshi Itadani ◽  
Shigeyuki Takai ◽  
Chieko Tanigawa ◽  
Kimiko Hashimoto ◽  
Haruhisa Shirahama
Keyword(s):  
Amino Acid ◽  
Radical Cyclization ◽  
Synthetic Method ◽  
Benzyl Radical ◽  
Acid Analog

Insertion Reaction of 2-Halo-N-allylanilines with K2S Involving Trisulfur Radical Anion: Synthesis of Benzothiazole Derivatives under Transition-Metal-Free Conditions

Synthesis ◽  
2020 ◽  
Author(s):  
Yan-Wei Zhao ◽  
Shun-Yi Wang ◽  
Xin-Yu Liu ◽  
Tian Jiang ◽  
Weidong Rao
Keyword(s):  
Transition Metal ◽  
Radical Anion ◽  
Radical Cyclization ◽  
Transition Metal Catalysis ◽  
Insertion Reaction ◽  
Metal Catalysis ◽  
Metal Free ◽  
Benzothiazole Derivatives

AbstractA synthesis of benzothiazole derivatives through the reaction of 2-halo-N-allylanilines with K2S in DMF is developed. The trisulfur radical anion S3·–, which is generated in situ from K2S in DMF, initiates the reaction without transition-metal catalysis or other additives. In addition, two C–S bonds are formed and heteroaromatization of benzothiazole is triggered by radical cyclization and H-shift.

scholarly journals Activation modes in biocatalytic radical cyclization reactions

2021 ◽  
Author(s):  
Yuxuan Ye ◽  
Haigen Fu ◽  
Todd K Hyster
Keyword(s):  
Heme Iron ◽  
Radical Cyclization ◽  
Cytochrome P450 Monooxygenases ◽  
Radical Cyclizations ◽  
Cyclization Reactions ◽  
Complex Molecules ◽  
P450 Monooxygenases ◽  
Non Heme Iron ◽  
Essential Reactions ◽  
Isopenicillin N

Abstract Radical cyclizations are essential reactions in the biosynthesis of secondary metabolites and the chemical synthesis of societally valuable molecules. In this review, we highlight the general mechanisms utilized in biocatalytic radical cyclizations. We specifically highlight cytochrome P450 monooxygenases (P450s) involved in the biosynthesis of mycocyclosin and vancomycin, non-heme iron- and α-ketoglutarate-dependent dioxygenases (Fe/αKGDs) used in the biosynthesis of kainic acid, scopolamine, and isopenicillin N, and radical S-adenosylmethionine (SAM) enzymes that facilitate the biosynthesis of oxetanocin A, menaquinone, and F420. Beyond natural mechanisms, we also examine repurposed flavin-dependent ‘ene’-reductases (ERED) for non-natural radical cyclization. Overall, these general mechanisms underscore the opportunity for enzymes to augment and enhance the synthesis of complex molecules using radical mechanisms.

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