The preparation and reactivity of new solid heterocyclic organozinc reagents, namely N-protected (1H-tetrazol-5-yl)zinc pivalates, as storable solids with appreciably air and moisture stability are reported. They are obtained in high yields from protected 1H-tetrazoles by de­protonation using the mixed zinc–magnesium base TMPZnCl·Mg(OPiv)₂ (abbreviated as TMPZnOPiv; TMP = 2,2,6,6-tetramethylpiperidyl). Subsequent cross-couplings and copper-catalyzed electrophilic aminations using hydroxylamine benzoates give access to functionalized 1H-tetrazoles while tolerating many functional groups.

中文翻译：

---

（1H-替硝唑-5-基）新戊酸锌的制备与反应

据报道，新的固体杂环有机锌试剂，即N-保护的（1 H-四唑-5-基）新戊酸锌，作为可储存的固体，具有明显的空气和湿气稳定性，具有很强的反应性。通过使用混合的锌-镁碱基TMPZnCl·Mg（OPiv）₂（缩写为TMPZnOPiv； TMP = 2,2,6,6-四甲基哌啶基）进行去质子化，可以从受保护的1 H-四唑中高收率获得它们。随后的交叉偶联和使用羟胺苯甲酸酯的铜催化的亲电子胺化反应可耐受官能团的同时获得官能化的1 H-四唑。