A Comparative Mechanistic Study of Cu-Catalyzed Oxidative Coupling Reactions with N-Phenyltetrahydroisoquinoline
JACS article, http://pubs.acs.org/doi...
Synthesis of tetrahydro-β-carbolines via isomerization of N-allyltryptamines: a metal-catalyzed variation on the Pictet–Spengler theme, http://pubs.rsc.org/en...
Catalytic Asymmetric Activation of a C sp 3[BOND]H Bond Adjacent to a Nitrogen Atom: A Versatile Approach to Optically Active α-Alkyl α-Amino Acids and C1-Alkylated Tetrahydroisoquinoline Derivatives - Zhang - 2011 - Angewandte Chemie International Edition - Wiley Online Library - http://onlinelibrary.wiley.com/doi...
"10.1002/anie.201105123" Combination of Cu and DDQ, but not surprising given Li's example of a similar reaction with alkynes.
- Matthew Todd
from Bookmarklet
A Structurally Simple Self-Immolative Reagent That Provides Three Distinct, Simultaneous Responses per Detection Event, Scott T. Philips, http://pubs.acs.org/doi...
An oxidative cross-dehydrogenative-coupling reaction in water using molecular oxygen as the oxidant: vanadium catalyzed indolation of tetrahydroisoquinolines - Chemical Communications (RSC Publishing) - http://pubs.rsc.org/en...
Sometime back, i used V2O5, O2, in toluene to do alcohol oxidation. If i remember correctly R. A. Sheldon used this system in early 80's for various oxidations. The conditions are very old and well known, just two will-work-for-sure substrates. But cant be in Chem Commun.
- Ahamed
10.1002/anie.201104017 Another rxn on this ring system from Maruoka. Elaborate catalyst system and substrate but which delivers something challenging. One to reference.
- Matthew Todd
from Bookmarklet
Teasing one. Must have worked hard to optimize this one.
- Ahamed
"10.1126/science.1208839" "Preliminary mechanistic studies are inconsistent with Friedel-Crafts–type electrophilic activation of the alcohols, suggesting instead a vinyl C–H activation pathway with opposite electronic polarization. " Soo. Any similarity?
- Matthew Todd
from Bookmarklet
Aerobic oxidation of secondary benzylic alcohols and direct oxidative amidation of aryl aldehydes promoted by sodium hydride, http://www.sciencedirect.com/science...
A Dual-Catalysis Approach to the Asymmetric Steglich Rearrangement and Catalytic Enantioselective Addition of O-Acylated Azlactones to Isoquinolines
http://pubs.acs.org/doi...
Direct Functionalization of (Un)protected Tetrahydroisoquinoline and Isochroman under Iron and Copper Catalysis: Two Metals, Two Mechanisms
http://pubs.acs.org/doi...
Construction of ISQ ring with different strategy. Possibility of generating chiral center at 1-position using chiral bronsted acid, a well known chemistry developed by Rueping.
- Ahamed
Azidomethyl-ruthenocene: facile synthesis of a useful metallocene derivative and its application in the ‘click’ labelling of biomolecules, http://pubs.rsc.org/en...
Highly Efficient Synthesis of Polysubstituted 1,2-Dihydroquinolines via Tandem Reaction of α-Ketoesters and Arylamines Catalyzed by Indium Triflate,
ACS catalysis, http://pubs.acs.org/doi...
Site-selective DNA hydrolysis induced by a metal-free peptide nucleic acid–cyclen conjugate - Chemical Communications (RSC Publishing) - http://pubs.rsc.org/en...