Science of Synthesis

Gandon, V.; Thorimbert, S.; Malacria, M., Science of Synthesis, (2009) 46, 183.

As mentioned in Section ‌46.5.1.2.2‌, alkynes can be coupled with low-valent bis(η5-cyclopentadienyl)zirconium(II) “Zr(Cp)2” sources such as the zirconocene ‌8‌ and, using heteroatom dihalides (EX2), an exchange between the bis(η5-cyclopentadienyl)zirconium(II) fragment of the resulting zirconacyclopentadienes ‌34‌ and the heteroatom (E) allows the construction of various five-membered heterocycles ‌35‌ {‌Scheme 13‌; see also Science of Synthesis, Vol. 2 [Compounds of Groups 7–3 (Mn···, Cr···, V···, Ti···, Sc···, La···, Ac···) (Section ‌2.11.5.3.2‌)]}.[‌26‌,‌44‌]

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Meeeeeeeeeeeeeee ‌88‌ eee eeee ee eeeeee eeee eeeeeeeeeeeeeeeeeeeeeee ‌88‌ eeeee eeeeeeee eeeeeeeeeee ee e eeeeeeeeeeeeeee eeeee eeee ee eeeeeeee (‌Meeeee 88‌),[‌88‌] ee eeeee eeeeee(M) eeeeeeee eee ee eeeeeeeeeeeeee.[‌88‌] Me eee eeeee eeee, eee eeeeeeee eeee eee eeee eeeee ee ee eeeeee eeeeeeeeee.

‌Meeeee 88‌ Meeeeeeeee ee Meeeeeeeeeeeeeeeeeeeeee eeee Meeeeeeeeeeeeeee[‌88‌]

Meeeeee eeeeee eeeeeeee eeeeeeee eeeeeeeee/eeeeee eeeeeeeeeeeeeee, eeeeeeee ee e eeeeee eeeeeeeeeeee eeeeeeeeeeee ee ee α,ω-eeeeeeeeeeee ee eeee eeeeeeeeee 8,8-eeeeee ee eeeeeee eeee eeeee; eeeeeee eeeeeeeee eeeeee ee eeee eee eeeeeee eee eeeeeeeee ‌88‌, ‌88‌, eee ‌88‌ (‌Meeeee 88‌).[‌88‌,‌88‌,‌88‌] Meeeeeeee-8,8-eeeeee eee eeee ee eeeeeeeeeee ee eeeee eeeeeee eeeeeee ee eeeeeeeeeeeee.[‌88‌]

‌Meeeee 88‌ Meeeeeeeee ee Meeeeeeeeeeeeeeeeeeeeee eeee Meeeeee Meeeeeeeee 8,8-Meeeee[‌88‌,‌88‌,‌88‌]

Meeeeeeeeeeee, ee eee eeeeeeee ee e eeee [8,8-eeeeeeee-8,8,8,8-eeeeeeeeeeeeeeeeeee-8(8M)-eee (MMMM)], 8-(eeeeeeeeeeee)eeeeeeeeeee eee eeeeeeeeeee ee e eeeeeee eeeee-eeeeeeee eeeeeeee eeee eee eeeeeeeeeeeeee eeeeeeeeeeeeeeeeeeeeee ‌88‌ ee eeee 8,8,8,8-eeeeeeeeee-8M-eeeeeeeeeeeeeeeee (‌88‌). Meeeeeeee, 8-eeeeeeeeeee eeeeeeee eeeeee eeee eee eeeeeeeeee eeeeeeee ‌88‌ ee eeeeeee 8,8,8,8-eeeeeeeeee-8M-eeeeeeeeeeeeeeee-8-eee (‌88‌) (‌Meeeee 88‌).[‌88‌,‌88‌,‌88‌]

‌Meeeee 88‌ Meeeee-Meeeeeee Meeeeeee ee Meeeeeeeeeeeeeeeeeeeeee eeee 8-(Meeeeeeeee­ee)eeeeeeeeeee ee 8-Meeeeeeeeee Meeeeeee[‌88‌,‌88‌,‌88‌]

Meeeeeeee ee M=M eeeee eee eeee eeeeeeee;[‌88‌] eeee, eeee eeeeee eeeeeeeeee ‌88‌ eee eeeeeee eeee eeeeeeeeeeeeeeeeeeeeeee ‌88‌ eeeeeeeeeeeeee eeeeeeeeeeeeeeee ‌88‌ eee eeeeeeee (‌Meeeee 88‌).[‌88‌]

‌Meeeee 88‌ Meeeeeeeee ee Meeeeeeeeeeeeeeeeeeeeee eeee Meeeeeeeeeeeee Meeeeeeeeeeeeeee[‌88‌]

‌Meeeeeeeeee 88‌

Meeeeeeeeeee Meeeeeeee

8,8-Meeeeeee-8,8-eeeeeeeeeeeee[8.8]eeee-8,8-eeee-8-eee (‌88‌, M8 = Me; M8 = Me; M8 = M; e = 8); Meeeeee Meeeeeeee:[‌88‌]

8-Meeeeeeeeeee-8-ee-8-eee (‌88‌, M8 = M; e = 8; 888 ee, 8.8 eeee) eee MeMe (888 ee, 8 eeee) eeee eeeee ee e eeee ee 8,8-eeeeeeee-8,8-eeeeeeeeeeeeeeeeeeeeeeeeeeeeee (‌88‌, M8 = Me; M8 = Me), eeeeeeee ee eeee eeee Me(Me)8Me8 (888 ee, 8 eeee) eee MeMe (8 eee), eeeeeeee ee eee eeeeeeee ee eeeeeeeeeeeeeeeee (888 ee, 8 eeee) eee eee-8-eee (88 ee, 8 eeee) ee MMM (8 eM) ee ee. Meeee eeeeeeee ee eeee eeeeeeeeeee eee 8 e, eee eeeeeeee eee eeeeeeee ee eee eeeeeeeeeeee ee 8 M MMe eee eee eeeeeee eee eeeeeeeee eeee eeeeee. Mee eeeeeee eee eeeeee eeee eeeee, eeeee (MeMM8), eee eeeeeeeeeeee eeeee eeeeeee eeeeeeee, eee eee eeeeeee eee eeeeeeee ee eeeeee eeeeeeeeeeeeee (eeeeee eee, eeeeee/Me8M 8:8) ee eeee e eeeeeeeee eee; eeeee: 888 ee (88%).

References