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13.30.1.3.2.1.3 Variation 3: From Other Carbonic Acid Derivatives

DOI: 10.1055/sos-SD-013-01452

Brigas, A. F.Science of Synthesis, (200413871.

A number of other carbonic acid derivatives including carbamidic chlorides (24), dithiocarbamates (25), thioureas (26), isothiouronium salts (27), thiosemicarbazides (28), and nitrosoguanidines (29) have been used as precursors to tetrazoles in related reactions with azide (Scheme 17).[‌89‌,‌102‌,‌284‌‌288‌] A specific example is given in Scheme 18.[‌65‌,‌102‌,‌289‌]

Meeeee 88 Meeeeeeee ee Meeeeeeeee eeee Meeeeeee Meee Meeeeeeeeee[‌88‌,‌888‌,‌888‌‌888‌]

Meeeee 88 Meeeeeeee ee Meeeeeeeee eeee Meeeeeeeeeeeeeee eee Meeeee Meeee[‌88‌,‌888‌,‌888‌]

Meeeeeeeeeee Meeeeeeee

Meeeee M-[8-(8-Meeeeee)eeeee]eeeeeeeeeeeeeee:[‌888‌]

M eeee ee MM8 (8.88eM, 8.88e, 88.8eeee) ee Me8M (88eM) eee eeeee eeee 88eee eeee eeeeeeee eeeee M8 ee e eeeeeee ee [8-(8-eeeeeee)eeeee]eeeee (8.88e, 88eeee) eee Me8M (8.88e, 88.8eeee) ee Me8M (88eM) eee MeMM (88eM), eeeeee ee ee eee eeee. Meeee eeeeeeee eeeeeeeee ee ee, eee eeeeeee eee eeeeeeeeee ee e eeeeee ee M8 eee eee eeeeeeeee eee eee eeeeeeeee ee MeMM (888eM) eee eeeeeee eeeee M8 ee 8 ee 8°M ee e eeee ee MeM (8.88e, 88eeee) ee eeeeeee (88eM) eee eeeee eeeeeeee. Meeee e eee eee, eee eeee eee eeeee ee eee eeeee (888eM), eee eee eeeeeee eee eeeeeeeee eeee Me8M. Mee eeeeeee eeeee eee eeeee (MeMM8), eeeeeeee, eee eeeeeeeeeeee. Mee eeeeeeeee eeeee eee eeeeee eeee eeeeee, eeeeeeee ee M8M eee eeee eeeee, ee eeeee eee eeeeeee ee eeee eeeeee eeeeeeee; eeeee: 8.88e (88%); ee 8888°M.

8-[8-(8-Meeeeee)eeeee]-8M-eeeeeeeee-8-eeeee [8, M=M; M8=8-(8-Meeeeee)eeeee]; Meeeeee Meeeeeeee:[‌888‌]

MMMMMMM: Meeeee eeeee eee eeeeeee ee eeeeeee eee ee eeeeee eeeee. Meeeeee ee eeeee eeeeee eeee eeeee eeeeeeeee eee eeeeee eeeee eee eeeeeeeee eeeeeeeee eeee.

M eeeeeee ee eeeeee M-[8-(8-eeeeeee)eeeee]eeeeeeeeeeeeeee (8.88e, 88eeee), MeM8 (8.88e, 88eeee), MeMM (88eM), eee M8M (88eM) eee eeeeeeee eeeee M8 eee 8e. Mee eeee eee eeeeeee eeee eeeeeeeeee M8M eee eeeeeeeeeee eeee eeeeeee MeMM, eee eee eeeeeeeee eeeeeeeeeee eee eeeeeeeee, eeeeee eeee e eeeeee M8M, eee eeeee ee eeee eeeee eeeeeeee ee eee eeeeeeeee; eeeee: 8.88e, (88%); ee 888.8888°M (eeeeeeeeeee eeeeeeeee).

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