4.4 Article

Oxalyl chloride as carbonyl synthon in Pd-catalyzed carbonylations of triarylbismuth and triarylindium organometallic nucleophiles

Journal

TETRAHEDRON LETTERS
Volume 51, Issue 38, Pages 4975-4980

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2010.07.074

Keywords

Oxalyl chloride; Carbonylations; C1 synthon; Triarylbismuths; Triarylindiums; Palladium; Atom-efficient

Funding

  1. Department of Science and Technology (DST), India [SR/S5/GC-11/2008]
  2. UGC, New Delhi
  3. CSIR, New Delhi

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Oxalyl chloride has been demonstrated to function as Cl carbonyl synthon in the carbonylations of triarylbismuth and triarylindium nucleophiles under palladium-catalyzed conditions. All the three aryl groups from both bismuth and indium reagents participated in carbonylative couplings to afford the corresponding functionalized ketones in high yields. This study also disclosed a novel utilization of oxalyl chloride as facile alternative source of CO for carbonylations under palladium catalysis. (C) 2010 Elsevier Ltd. All rights reserved.

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