tert-Butoxide-Mediated Protodeformylative Decarbonylation of α-Quaternary Homobenzaldehydes-Reference-Cited by-同舟云学术

tert-Butoxide-Mediated Protodeformylative Decarbonylation of α-Quaternary Homobenzaldehydes

Published:2023-12-18 Issue:01 Volume:08 Page:47-50
ISSN:2509-9396
Container-title:SynOpen
language:en
Short-container-title:SynOpen

Author:

Stokes Benjamin J.¹^ORCID,Cai Xiao²,Amsbaugh Ritter V.¹,Drake Lauren J.¹,Kotamraju Ravi M. A.¹,Licauco Nicholas Javier C.¹

Affiliation:

1. Department of Chemistry and Biochemistry, Santa Clara University

2. Department of Chemistry and Chemical Biology, University of California

Abstract

Abstract tert-Butoxide mediates the Haller–Bauer-type (protodeformylative) decarbonylation of readily accessed α-quaternary homobenzaldehydes and related compounds at room temperature, generating cumene products. Both geminal dialkyl and geminal diaryl substituents are tolerated. gem-Dimethyls are sufficient for decarbonylation of polycyclic arenyl substrates whereas monocyclic aromatic homobenzaldehydes require cyclic gem-dialkyls or gem-diaryls for significant decarbonylation.

Funder

University of California Merced

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry,Materials Science (miscellaneous),Biomaterials,Catalysis

Link

http://www.thieme-connect.de/products/ejournals/pdf/10.1055/a-2231-3108.pdf

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