Palladium‐Catalyzed Carbonylation Reaction of Indole/Pyrrole Involving HCFO‐1233zd (E)

Author:

Zhao Xiao‐Wei1,Zhu Wen‐Qing1,Yu‐Jing 1,Shi Yi‐Ran1,Zhang Jin1,Li Hong1,Yang Min‐Ge1,Fan Qiang‐Wei1,Li Yang1ORCID

Affiliation:

1. School of Environmental and Chemical Engineering Xi‘an Polytechnic University Xi'an 710048 China

Abstract

Abstract3‐Indole‐3‐one is a key intermediate in the synthesis of many drugs and plays an important role in synthetic chemistry and biochemistry. A new method for synthesizing trifluoromethylated 3‐indoleketones by Pd(0)‐catalyzed carbonylation was introduced. In the absence of additives, 1‐chloro‐3,3,3‐trifluoropropyl (an inexpensive and environmentally friendly synthetic block of trifluoromethyl) reacts with indole and carbon monoxide to generate trifluoromethylindole ketones with good yields, regioselectivity, and chemical selectivity; furthermore, the products exhibit strong resistance to basic functional groups, such as alkynes, aldehydes, and esters. In addition to the conversion of indole compounds into corresponding products, pyrrole and heteroindole may be suitable for corresponding chemical transformations. This study provides a synthetic method for the further construction of trifluoromethylated 3‐indole ketones.

Publisher

Wiley

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