Toward the Development of New Photolabile Protecting Groups That Can Rapidly Release Bioactive Compounds upon Photolysis with Visible Light

2003 ◽  
Vol 68 (22) ◽  
pp. 8361-8367 ◽  
Author(s):  
Anamitro Banerjee ◽  
Christof Grewer ◽  
Latha Ramakrishnan ◽  
Jürgen Jäger ◽  
Armanda Gameiro ◽  
...  
Keyword(s):  
Visible Light ◽  
Bioactive Compounds ◽  
Protecting Groups ◽  
Photolabile Protecting Groups

scholarly journals Transformation of COUPY Fluorophores into a Novel Class of Visible‐Light‐Cleavable Photolabile Protecting Groups

2020 ◽  
Vol 26 (69) ◽  
pp. 16222-16227
Author(s):  
Marta López‐Corrales ◽  
Anna Rovira ◽  
Albert Gandioso ◽  
Manel Bosch ◽  
Santi Nonell ◽  
...  
Keyword(s):  
Visible Light ◽  
Protecting Groups ◽  
Photolabile Protecting Groups

scholarly journals Frontispiece: Transformation of COUPY Fluorophores into a Novel Class of Visible‐Light‐Cleavable Photolabile Protecting Groups

2020 ◽  
Vol 26 (69) ◽  
Author(s):  
Marta López‐Corrales ◽  
Anna Rovira ◽  
Albert Gandioso ◽  
Manel Bosch ◽  
Santi Nonell ◽  
...  
Keyword(s):  
Visible Light ◽  
Protecting Groups ◽  
Photolabile Protecting Groups

Visible Light-Mediated Oxidative Debenzylation

2020 ◽  
Author(s):  
Cristian Cavedon ◽  
Eric T. Sletten ◽  
Amiera Madani ◽  
Olaf Niemeyer ◽  
Peter H. Seeberger ◽  
...  
Keyword(s):  
Reaction Time ◽  
Visible Light ◽  
Functional Groups ◽  
Continuous Flow ◽  
Protecting Groups ◽  
Benzyl Ether ◽  
Complex Molecules ◽  
Protective Groups ◽  
Benzyl Ethers ◽  
Harsh Conditions

Protecting groups are key in the synthesis of complex molecules such as carbohydrates to distinguish functional groups of similar reactivity. The harsh conditions required to cleave stable benzyl ether protective groups are not compatible with many other protective and functional groups. The mild, visible light-mediated debenzylation disclosed here renders benzyl ethers orthogonal protective groups. Key to success is the use of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) as stoichiometric or catalytic photooxidant such that benzyl ethers can be cleaved in the presence of azides, alkenes, and alkynes. The reaction time for this transformation can be reduced from hours to minutes in continuous flow. <br>

Wavelength-selective cleavage of photolabile protecting groups

2000 ◽  
Vol 41 (33) ◽  
pp. 6341-6346 ◽  
Author(s):  
Christian G Bochet
Keyword(s):  
Protecting Groups ◽  
Photolabile Protecting Groups

ChemInform Abstract: Structurally Simple Benzyl-Type Photolabile Protecting Groups for Direct Release of Alcohols and Carboxylic Acids.

ChemInform ◽  
2015 ◽  
Vol 46 (37) ◽  
pp. no-no
Author(s):  
Pengfei Wang ◽  
Wenya Lu ◽  
Dattatray A. Devalankar ◽  
Zhenying Ding
Keyword(s):  
Carboxylic Acids ◽  
Protecting Groups ◽  
Photolabile Protecting Groups

Synthesis of Isoquinoline-1,3(2H,4H)-diones by Visible-light-mediated the Cyclization of Acryloylbenzamides with Alkyl Boronic Acids, Arylsulfonylhydrazides and Oxime Esters

Synthesis ◽  
2022 ◽  
Author(s):  
Jiahui Fu ◽  
Xingxing Cai ◽  
Yihuo Liu ◽  
Jing-Hua Li ◽  
Dongping Cheng ◽  
...  
Keyword(s):  
Visible Light ◽  
Bioactive Compounds ◽  
Boronic Acids ◽  
Radical Addition ◽  
Tandem Reaction ◽  
Good Opportunity ◽  
Mild Conditions ◽  
Reaction Proceeds

An efficient visible-light-mediated tandem reaction of acryloylbenzamides with alkyl boronic acids, arylsulfonylhydrazides and oxime esters is developed. The reaction proceeds the radical addition and cyclization to give various isoquinoline-1,3(2H,4H)-diones in satisfactory yields under mild conditions, which provides a good opportunity to discover new meaningful bioactive compounds.

scholarly journals A general strategy for visible-light decaging based on the quinone cis-alkenyl lock

2019 ◽  
Vol 55 (34) ◽  
pp. 4965-4968 ◽  
Author(s):  
David P. Walton ◽  
Dennis A. Dougherty
Keyword(s):  
Visible Light ◽  
Protecting Groups ◽  
General Strategy ◽  
Thermal Cyclization ◽  
Coumaric Acid ◽  
Photoremovable Protecting Groups

Combining the fast thermal cyclization of o-coumaric acid derivatives with the intramolecular photoreduction of quinones gives new visible-light photoremovable protecting groups absorbing well above 450 nm.

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