ChemInform Abstract: Reductive Cleavage of Aryl O-Carbamates to Phenols by the Schwartz Reagent. Expedient Link to the Directed ortho Metalation Strategy.

ChemInform ◽  
2013 ◽  
Vol 45 (1) ◽  
pp. no-no
Author(s):  
Justin Morin ◽  
Yigang Zhao ◽  
Victor Snieckus
Keyword(s):  
Reductive Cleavage ◽  
Ortho Metalation ◽  
Schwartz Reagent

Reductive Cleavage of Secondary Sulfonamides: Converting Terminal Functional Groups into Versatile Synthetic Handles

2019 ◽  
Author(s):  
Patrick Fier ◽  
Suhong Kim ◽  
Kevin M. Maloney
Keyword(s):  
Functional Groups ◽  
Late Stage ◽  
Reductive Cleavage ◽  
Bioactive Molecules ◽  
General Method

Sulfonamides are pervasive in drugs and agrochemicals, yet are typically considered as terminal functional groups rather than synthetic handles. To enable the general late-stage functionalization of secondary sulfonamides, we have developed a mild and general method to reductively cleave the N-S bonds of sulfonamides to generate sulfinates and amines, components which can further react <i>in-situ</i> to access a variety of other medicinally relevant functional groups. The utility of this platform is highlighted by the selective manipulation of several complex bioactive molecules.

Benzyl ethers of methyl α-D-glucopyranoside

1980 ◽  
Vol 45 (7) ◽  
pp. 1959-1963 ◽  
Author(s):  
Dušan Joniak ◽  
Božena Košíková ◽  
Ludmila Kosáková
Keyword(s):  
Kinetic Study ◽  
Spectrophotometric Determination ◽  
Reductive Cleavage ◽  
Ether Bond ◽  
Benzyl Ethers ◽  
Acid Catalyzed ◽  
Model Substances ◽  
Hydrolysis Of

Methyl 4-O-(3-methoxy-4-hydroxybenzyl) and methyl 4-O-(3,5-dimethoxy-4-hydroxybenzyl)-α-D-glucopyranoside and their 6-O-isomers were prepared as model substances for the ether lignin-saccharide bond by reductive cleavage of corresponding 4,6-O-benzylidene derivatives. Kinetic study of acid-catalyzed hydrolysis of the compounds prepared was carried out by spectrophotometric determination of the benzyl alcoholic groups set free, after their reaction with quinonemonochloroimide, and it showed the low stability of the p-hydroxybenzyl ether bond.

Reductive cleavage mechanism of diphenyl ether and apparent ipso trapping of an intermediate radical anion with a silyl ether

1982 ◽  
Vol 47 (22) ◽  
pp. 4250-4254 ◽  
Author(s):  
Kundanbhai M. Patel ◽  
Richard J. Baltisberger ◽  
Virgil I. Stenberg ◽  
Neil F. Woolsey
Keyword(s):  
Radical Anion ◽  
Diphenyl Ether ◽  
Reductive Cleavage ◽  
Silyl Ether ◽  
Intermediate Radical

scholarly journals Metal-Free Reductive Cleavage of CN and SN Bonds by Photoactivated Electron Transfer from a Neutral Organic Donor

2013 ◽  
Vol 126 (2) ◽  
pp. 484-488 ◽  
Author(s):  
Steven O'Sullivan ◽  
Eswararao Doni ◽  
Tell Tuttle ◽  
John A. Murphy
Keyword(s):  
Electron Transfer ◽  
Reductive Cleavage ◽  
Metal Free
Sign in / Sign up

Export Citation Format

Share Document