Hypervalent-Iodine-Mediated Ring-Contraction Monofluorination Affording Monofluorinated Five-Membered Ring-Fused Oxazolines

2017 ◽  
Vol 19 (19) ◽  
pp. 5300-5303 ◽  
Author(s):  
Yong-Chao Han ◽  
Yan-Dong Zhang ◽  
Qun Jia ◽  
Jian Cui ◽  
Chi Zhang
Keyword(s):  
Membered Ring ◽  
Hypervalent Iodine ◽  
Ring Contraction

ChemInform Abstract: [3,3]-Sigmatropic Rearrangement/Allylboration/Cyclization Sequence: Enantioenriched Seven-Membered-Ring Carbamates and Ring Contraction to Pyrrolidines.

ChemInform ◽  
2016 ◽  
Vol 47 (21) ◽  
Author(s):  
Aurelie Mace ◽  
Sabrina Touchet ◽  
Patricia Andres ◽  
Fernando Cossio ◽  
Vincent Dorcet ◽  
...  
Keyword(s):  
Sigmatropic Rearrangement ◽  
Membered Ring ◽  
Ring Contraction

Hypervalent iodine reagent-mediated reactions involving rearrangement processes

2020 ◽  
Vol 56 (91) ◽  
pp. 14119-14136
Author(s):  
Beibei Zhang ◽  
Xiaoxian Li ◽  
Boying Guo ◽  
Yunfei Du
Keyword(s):  
Claisen Rearrangement ◽  
Beckmann Rearrangement ◽  
Hypervalent Iodine ◽  
Ring Contraction ◽  
Hofmann Rearrangement ◽  
Rearrangement Processes

We summarize the developments of hypervalent iodine reagents-mediated reactions involving [1,2]-migration, Hofmann rearrangement, Beckmann rearrangement, ring contraction/expansion, [3,3]-sigmatropic/iodonium-Claisen rearrangement and some miscellaneous rearrangements.

Untersuchungen zur Ringkontraktion am 1,4-Dithia-2,6-diaza-3,5-diborinan-System/ Studies on Ring Contraction of the l,4-Dithia-2,6-diaza-3,5-diborinane System

1988 ◽  
Vol 43 (8) ◽  
pp. 959-962 ◽  
Author(s):  
Carl Habben ◽  
Anton Meiler ◽  
Stefan Pusch
Keyword(s):  
Mass Spectra ◽  
Ring System ◽  
Membered Ring ◽  
Ring Contraction ◽  
C Nmr

AbstractThe 1,4-dithia-2,6-diaza-3,5-diborinanes 1a-d react with elemental sodium with formation of the 1,3-diaza-2,4-diboretidines 2a-d. By use of more sodium in case of 1 d or 3,5-bis(diethylamino)- 2-cyclohexyl-6-trimethylsilyldiborinane, the 1,3-thiaza-2,4-diboretidines 3 were formed. 3.5-Dimethyl-2,6-bis(trimethylsilyl)-1,4-dithia-2,6-diaza-3,5-diborinane gives the borazine 4, The reaction of di-t-butyl-sulfurdiimide with 2,6-di-t-butyl-3,5-dimethyl-1,4-dithia-2,6-diaza-3,5-diborinane leads by ring contraction to the four-membered ring system 5. 1H, 11B, 13C NMR and mass spectra are reported and discussed.

scholarly journals Convenient Synthesis of 6,7,12,13-Tetrahydro-5H-Cyclohepta[2,1-b:3,4-b’]diindole Derivatives Mediated by Hypervalent Iodine (III) Reagent

Molecules ◽  
2019 ◽  
Vol 24 (5) ◽  
pp. 960 ◽  
Author(s):  
Lei Peng ◽  
Xiaofei Zhang ◽  
Chunhao Yang
Keyword(s):  
Oxidative Coupling ◽  
Biological Activities ◽  
Condensation Reaction ◽  
Large Family ◽  
Membered Ring ◽  
Hypervalent Iodine ◽  
Fischer Indole Synthesis ◽  
Convenient Synthesis ◽  
First Time ◽  
Indole Synthesis

Bisindolyl alkaloids represent a large family of natural and synthetic products that display various biological activities. Among the bisindole compounds, 6,7,12,13-tetrahydro-5H-cyclohepta[2,1-b:3,4-b’]diindoles have received little attention. Only two methods have been developed for the construction of the 6,7,12,13-tetrahydro-5H-cyclohepta[2,1-b:3,4-b’]diindole scaffold thus far, including the classical Fischer indole synthesis conducted by reacting indole-fused cycloheptanone and hydrazines, and the condensation reaction to build the seven-membered ring. Here, we report for the first time a new route to synthesize 6,7,12,13-tetrahydro-5H-cyclohepta[2,1-b:3,4-b’]diindoles through intramolecular oxidative coupling of 1,3-di(1H-indol-3-yl)propanes in the presence of PIFA, DDQ and TMSCl with moderate to excellent yields.

[3,3]-Sigmatropic Rearrangement/Allylboration/Cyclization Sequence: Enantioenriched Seven-Membered-Ring Carbamates and Ring Contraction to Pyrrolidines

2015 ◽  
Vol 55 (3) ◽  
pp. 1025-1029 ◽  
Author(s):  
Aurélie Macé ◽  
Sabrina Touchet ◽  
Patricia Andres ◽  
Fernando Cossío ◽  
Vincent Dorcet ◽  
...  
Keyword(s):  
Sigmatropic Rearrangement ◽  
Membered Ring ◽  
Ring Contraction

Synthesis, Structure, and Chemoselective Reactivity ofN-(2-Iodylphenyl)acylamides: Hypervalent Iodine Reagents Bearing a Pseudo-Six-Membered Ring Scaffold

2005 ◽  
Vol 117 (43) ◽  
pp. 7289-7293 ◽  
Author(s):  
Uladzimir Ladziata ◽  
Alexey Y. Koposov ◽  
Ka Y. Lo ◽  
Jeff Willging ◽  
Victor N. Nemykin ◽  
...  
Keyword(s):  
Membered Ring ◽  
Hypervalent Iodine

Synthesis, Structure, and Chemoselective Reactivity ofN-(2-Iodylphenyl)acylamides: Hypervalent Iodine Reagents Bearing a Pseudo-Six-Membered Ring Scaffold

2005 ◽  
Vol 44 (43) ◽  
pp. 7127-7131 ◽  
Author(s):  
Uladzimir Ladziata ◽  
Alexey Y. Koposov ◽  
Ka Y. Lo ◽  
Jeff Willging ◽  
Victor N. Nemykin ◽  
...  
Keyword(s):  
Membered Ring ◽  
Hypervalent Iodine

Hypervalent-iodine induced quasi-Favorskii C-ring contraction of 12-oxosteroids: A shortcut to C-norsteroids

Steroids ◽  
2013 ◽  
Vol 78 (2) ◽  
pp. 234-240 ◽  
Author(s):  
Jacqueline Sánchez-Flores ◽  
Vanessa G. Pelayo-González ◽  
Margarita Romero-Ávila ◽  
Blas Flores-Pérez ◽  
Marcos Flores-Álamo ◽  
...  
Keyword(s):  
Hypervalent Iodine ◽  
Ring Contraction
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