S. B. Boga, A. Alhassan, D. Hesk
Aug 6, 2014
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Influential Citations
4
Citations
Journal
Tetrahedron Letters
Abstract
Abstract Benzaldehydes are important building blocks in synthetic organic chemistry that have wide applications for the synthesis of natural products and pharmaceutical drugs. Herein we report a general synthetic methodology for the synthesis of highly functionalized 2 H and 13 C labeled benzaldehydes in transfer of isotopic purity >99% via regio-selective formylation. Regio-selective deprotonation of substituted benzene 1 with LDA/ n -BuLi at −78 °C and treatment with DMF- d 7 or EtO- 13 CHO led to the synthesis of 2-deutero-1,3-disubstituted benzaldehydes 2/4 in moderate to good yields. The synthetic methodology described represents a simple yet versatile route to functionalized formyl-deuterated, tritiated 13 C and 14 C labeled benzaldehydes.