Visible light triggered photo-decomposition of vinyl azides to (E)-stilbene derivatives via 1,2-acyl migration

2019 ◽  
Vol 17 (24) ◽  
pp. 5971-5981 ◽  
Author(s):  
Satheesh Borra ◽  
Lodsna Borkotoky ◽  
Uma Devi Newar ◽  
Anshu Kalwar ◽  
Babulal Das ◽  
...  
Keyword(s):  
Visible Light ◽  
Ring Opening ◽  
Acyl Migration ◽  
Amino Group ◽  
Stilbene Derivatives ◽  
Vinyl Azides ◽  
Photo Decomposition

Photo-decomposition of vinyl azides into corresponding (E)-stilbenes via neighboring amino group assisted ring opening of 2H-azirines, 1,2-acyl migration and enolization.

Visible Light-Promoted Catalytic Ring-Opening Isomerization of 1,2-Disubstituted Cyclopropanols to Linear Ketones

2019 ◽  
Author(s):  
Marharyta V. Laktsevich-Iskryk ◽  
Nastassia A. Varabyeva ◽  
Volha V. Kazlova ◽  
Vladimir N. Zhabinskii ◽  
Vladimir A. Khripach ◽  
...  
Keyword(s):  
Visible Light ◽  
Functional Groups ◽  
Ring Opening ◽  
Radical Intermediates ◽  
Reaction Proceeds

In this article, we report a photocatalytic protocol for the isomerization of 1,2-disubstituted cyclopropanols to linear ketones. The reaction proceeds <i>via</i> radical intermediates and tolerates various functional groups.

Visible Light-Promoted Catalytic Ring-Opening Isomerization of 1,2-Disubstituted Cyclopropanols to Linear Ketones

2019 ◽  
Author(s):  
Marharyta V. Laktsevich-Iskryk ◽  
Nastassia A. Varabyeva ◽  
Volha V. Kazlova ◽  
Vladimir N. Zhabinskii ◽  
Vladimir A. Khripach ◽  
...  
Keyword(s):  
Visible Light ◽  
Functional Groups ◽  
Ring Opening ◽  
Radical Intermediates ◽  
Reaction Proceeds

In this article, we report a photocatalytic protocol for the isomerization of 1,2-disubstituted cyclopropanols to linear ketones. The reaction proceeds <i>via</i> radical intermediates and tolerates various functional groups.

Visible-Light-Mediated Tandem Sulfonylation/Cyclization of Vinyl Azides with Sulfonyl Hydrazines for the Synthesis of 6-(Sulfonylmethyl)phenanthridines under Mild Conditions

Synlett ◽  
2019 ◽  
Vol 30 (08) ◽  
pp. 955-960 ◽  
Author(s):  
Liu-Liang Mao ◽  
Li-Xia Quan ◽  
Xian-Hong Zhu ◽  
Cong-Bin Ji ◽  
An-Xi Zhou ◽  
...  
Keyword(s):  
Visible Light ◽  
Mild Conditions ◽  
Simple Strategy ◽  
Vinyl Azides

A visible-light-mediated tandem sulfonylation/cyclization of vinyl azides with sulfonyl hydrazines was developed that provides an efficient and simple strategy for the synthesis of valuable 6-(sulfonylmethyl)phenanthridines with a broad substrate scope and satisfactory yields under mild conditions.

Synthesis of 2,2-difluoro-homoallylic alcohols via ring-opening of gem-difluorocyclopropane and aerobic oxidation by photo-irradiation in the presence of an organic pigment

2018 ◽  
Vol 16 (33) ◽  
pp. 6106-6114 ◽  
Author(s):  
Hiroaki Takenaka ◽  
Yoshihiro Masuhara ◽  
Kent Narita ◽  
Toshiki Nokami ◽  
Toshiyuki Itoh
Keyword(s):  
Visible Light ◽  
Ring Opening ◽  
Aerobic Oxidation ◽  
Organic Dye ◽  
Organic Pigment ◽  
Homoallylic Alcohols ◽  
Ring Opening Reaction

The aerobic oxidation took place after the visible light-mediated ring-opening reaction of gem-difluorocyclopropane in the presence of an organic dye and amine to furnish 2,2-difluoro-homoallylic alcohols in good yields.

Eosin Y–Yb(OTf)3 catalyzed visible light mediated electrocyclization/indole ring opening towards the synthesis of heterobiaryl-pyrazolo[3,4-b]pyridines

2018 ◽  
Vol 42 (9) ◽  
pp. 6617-6620 ◽  
Author(s):  
Shikha Singh ◽  
Parul Chauhan ◽  
Makthala Ravi ◽  
Prem P. Yadav
Keyword(s):  
Visible Light ◽  
Lewis Acid ◽  
Ring Opening ◽  
Room Temperature ◽  
Eosin Y ◽  
Indole Ring ◽  
Photo Catalysis

Synthesis of heterobiaryl-pyrazolo[3,4-b]pyridines via Lewis acid and visible light photo-catalysis at room temperature.

scholarly journals Mono- and bithiophene-substituted diarylethene photoswitches with emissive open or closed forms

2019 ◽  
Vol 15 ◽  
pp. 2344-2354 ◽  
Author(s):  
A Lennart Schleper ◽  
Mariano L Bossi ◽  
Vladimir N Belov ◽  
Stefan W Hell
Keyword(s):  
Visible Light ◽  
Single Molecule ◽  
Ring Opening ◽  
Uv Light ◽  
Visible Region ◽  
Super Resolution ◽  
Ring Closure ◽  
Low Emission ◽  
Fluorescence Modulation ◽  
High Degree

We present a new series of photochromic 1,2-bis(2-ethylbenzo[b]thiophen-3-yl)perfluorocyclopentenes with an oxidized benzothiophene core (O) or a nonoxidized one, decorated with mono- (Th1) and bithiophene (Th2) units attached to positions 6 and 6′ (Sy = symmetric) or only to position 6 (As = asymmetric). “Oxidized” compounds have highly fluorescent closed forms emitting in the visible region (yellow to red). The dyes with nonoxidized benzothiophenes possess fluorescent open forms with rather low emission efficiency. The photoswitching kinetics was studied at several wavelengths with UV and visible light. New diarylethenes underwent ring-closure reactions by irradiation with UV light (365 nm, 405 nm), and the reversible ring-opening by irradiation with visible light (470 nm, 530 nm). The on-switching of fluorescence due to the ring-closure reaction was observed also with visible light of 470 nm (to an extent of 10% for compound SyOTh 1 ) and attributed to the Urbach tail effect. Due to a high degree of fluorescence modulation (>270), good fatigue resistance and large fluorescence quantum yield, compound SyOTh 1 emerged as a candidate for single-molecule based super-resolution fluorescence microscopy.

Ni-Catalyzed Redox-Neutral Ring-Opening/Radical Addition/Ring-Closing Cascade of Cycloketone Oxime Esters and Vinyl Azides

2019 ◽  
Vol 21 (13) ◽  
pp. 5178-5182 ◽  
Author(s):  
Yu-Qi Tang ◽  
Jun-Cheng Yang ◽  
Le Wang ◽  
Mingjin Fan ◽  
Li-Na Guo
Keyword(s):  
Ring Opening ◽  
Radical Addition ◽  
Vinyl Azides

Visible light-promoted ring-opening functionalization of three-membered carbo- and heterocycles

2020 ◽  
Vol 49 (9) ◽  
pp. 2546-2556 ◽  
Author(s):  
Jun Xuan ◽  
Xiang-Kui He ◽  
Wen-Jing Xiao
Keyword(s):  
Visible Light ◽  
Ring Opening

In this tutorial review, synthetic and mechanistic aspects of visible light-promoted ring-opening functionalization of three-membered carbo- and heterocycles are highlighted.

Visible-light-induced triple catalysis for a ring-opening cyanation of cyclopropyl ketones

2020 ◽  
Vol 56 (77) ◽  
pp. 11508-11511
Author(s):  
Jing Liu ◽  
Xiao-Peng Liu ◽  
Hong Wu ◽  
Yi Wei ◽  
Fu-Dong Lu ◽  
...  
Keyword(s):  
Visible Light ◽  
Ring Opening ◽  
Wide Range ◽  
Cyclopropyl Ketones

A ring-opening cyanation of cyclopropyl ketones was developed via a synergistic triple catalysis strategy, providing a wide range of γ-cyanoketones in good reaction efficiencies under mild and eco-friendly conditions.

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