Palladium-Catalyzed Incorporation of Two C1 Building Blocks: The Reaction of Atmospheric CO2 and Isocyanides with 2-Iodoanilines Leading to the Synthesis of Quinazoline-2,4(1H,3H)-diones

Pei Xu; Fei Wang; Tian-Qi Wei; Ling Yin; Shun-Yi Wang; Shun-Jun Ji

doi:10.1021/acs.orglett.7b01877

Palladium-Catalyzed Incorporation of Two C1 Building Blocks: The Reaction of Atmospheric CO₂ and Isocyanides with 2-Iodoanilines Leading to the Synthesis of Quinazoline-2,4(1H,3H)-diones

Org Lett. 2017 Sep 1;19(17):4484-4487. doi: 10.1021/acs.orglett.7b01877. Epub 2017 Aug 1.

Authors

Pei Xu¹, Fei Wang¹, Tian-Qi Wei¹, Ling Yin¹, Shun-Yi Wang¹, Shun-Jun Ji¹

Affiliation

¹ Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science & Collaborative Innovation Center of Suzhou Nano Science and Technology, Soochow University , Suzhou 215123, China.

PMID: 28763234
DOI: 10.1021/acs.orglett.7b01877

Abstract

A Pd-catalyzed insertion and cycloaddition of CO₂ and isocyanide into 2-iodoanilines under atmospheric pressure has been developed and affords quinazoline-2,4(1H,3H)-diones through the formation of new C-C, C-O, and C-N bonds under mild conditions. This reaction provides a new and practical method not only for the construction of quinazoline-2,4(1H,3H)-diones but also for the efficient utilization of carbon dioxide.

Publication types

Research Support, Non-U.S. Gov't