Formation of arenes via diallylarenes: Strategic utilization of Suzuki-Miyaura cross-coupling, Claisen rearrangement and ring-closing metathesis
DSpace at IIT Bombay
View Archive InfoField | Value | |
Title |
Formation of arenes via diallylarenes: Strategic utilization of Suzuki-Miyaura cross-coupling, Claisen rearrangement and ring-closing metathesis
|
|
Creator |
KOTHA, S
SHAH, VR MANDAL, K |
|
Subject |
surface-mediated reactions
allyl vinyl ethers olefin-metathesis benzannulation reaction aromatic-compounds organic-synthesis phenol oxidation anthracyclinones benzoannulation heterocycles benzoannulation claisen rearrangement diallylarenes 2-naphthalene derivatives ring-closing metathesis suzuki-miyaura cross-coupling |
|
Description |
Two new synthetic strategies for benzoannulation are reported. The first strategy is based on the Suzuki-Miyaura cross-coupling reaction. To this end, various ortho-diallylbenzene derivatives were prepared from the corrresponding diiodo derivatives by an allylation strategy using an allylboronate as coupling partner. These diallyl derivatives were subjected to a ring-closing metathesis (RCM) and one-pot dichlorodicyanoquinone (DDQ) oxidation sequence to deliver 2-substituted naphthalenes. In the second strategy, a double Claisen rearrangement and RCM protocol have been used as key steps to give highly functionalized benzoannulated quinone derivatives.
|
|
Publisher |
WILEY-V C H VERLAG GMBH
|
|
Date |
2011-09-01T16:57:30Z
2011-12-26T12:59:44Z 2011-12-27T05:52:28Z 2011-09-01T16:57:30Z 2011-12-26T12:59:44Z 2011-12-27T05:52:28Z 2007 |
|
Type |
Article
|
|
Identifier |
ADVANCED SYNTHESIS & CATALYSIS, 349(7), 1159-1172
1615-4150 http://dx.doi.org/10.1002/adsc.200600469 http://dspace.library.iitb.ac.in/xmlui/handle/10054/12826 http://hdl.handle.net/10054/12826 |
|
Language |
en
|
|