Metal free catalytic hydroboration of multiple bonds in methanol using N-heterocyclic carbenes under open atmosphere
IR@IICB: CSIR-Indian Institute of Chemical Biology, Kolkata
View Archive Info| Field | Value | |
| Title |
Metal free catalytic hydroboration of multiple bonds in
methanol using N-heterocyclic carbenes under open
atmosphere
|
|
| Creator |
Das, Bimolendu
Kundu, Priyanka Chowdhury, Chinmay |
|
| Subject |
Chemistry
|
|
| Description |
A facile method for the general synthesis of 2-arylmethylindoles has been developed through the reaction
of 2-(2-propynyl)aniline or 2-(2-propynyl)tosylanilide with aryl iodides in the presence of Pd(OAc)2, PPh3,
and DBU. 2-(2-Propynyl)tosylanilide is found to be reactive also towards electron deficient alkenes in the presence of Pd(OAc)2 and sodium iodide under an oxygen atmosphere, providing easy access to 2-vinylic indoles which possess exclusive E-stereochemistry in the side chain double bond. Operational simplicity,compatibility of the various functional groups, and ease of product formation are the hallmarks of these methods. A mechanism has been proposed to explain the product formation.
|
|
| Date |
2014
|
|
| Type |
Article
PeerReviewed |
|
| Format |
application/pdf
|
|
| Identifier |
http://www.eprints.iicb.res.in/2029/1/ORGANIC_%26_BIOMOLECULAR_CHEMISTRY__Volume_12___Issue_5___Pages_741%2D748;2014(7).pdf
Das, Bimolendu and Kundu, Priyanka and Chowdhury, Chinmay (2014) Metal free catalytic hydroboration of multiple bonds in methanol using N-heterocyclic carbenes under open atmosphere. The Royal Society of Chemistry, 12 (5). pp. 741-748. ISSN 1477-0520 |
|
| Relation |
http://doi.dx.org/10.1039/c3ob41961d
http://www.eprints.iicb.res.in/2029/ |
|