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Kang, H. Spirocyclization. Encyclopedia. Available online: https://encyclopedia.pub/entry/60865 (accessed on 23 October 2026).
Kang H. Spirocyclization. Encyclopedia. Available at: https://encyclopedia.pub/entry/60865. Accessed October 23, 2026.
Kang, Helena. "Spirocyclization" Encyclopedia, https://encyclopedia.pub/entry/60865 (accessed October 23, 2026).
Kang, H. (2026, October 12). Spirocyclization. In Encyclopedia. https://encyclopedia.pub/entry/60865
Kang, Helena. "Spirocyclization." Encyclopedia. Web. 12 October, 2026.

Spirocyclization

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Spirocyclization is a ring-forming transformation that creates a spiro compound, a polycyclic structure in which two rings share exactly one atom and no bond. The shared spiro atom is usually tetrahedral carbon but may be a heteroatom; formation of one or both bonds to that center establishes the orthogonal or near-orthogonal ring arrangement characteristic of spiro connectivity. Intramolecular nucleophilic addition, radical addition, cycloaddition, dearomatization, and transition-metal-mediated bond formation can all produce this topology. Dearomative spirocyclization forms a spiro center while converting an aromatic or heteroaromatic π system into a nonaromatic ring, as demonstrated in electrochemical processes [1] and ynamide cyclizations [2]. The term specifies product topology rather than a single mechanism. It differs from fused-ring cyclization, where two rings share two adjacent atoms and their connecting bond, and from bridged-ring formation, where rings share two nonadjacent bridgehead atoms connected by multiple paths.

spirocyclization spiro compound spiro center dearomatization
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References

  1. Nan Li; Zhaojiang Shi; Wei‐Zhen Wang; Yaofeng Yuan; Ke‐Yin Ye; Electrochemical Dearomative Spirocyclization. Chem. – Asian J. 2023, 18, e202300122. [CrossRef]
  2. Mohamed Agbaria; Nwar Egbaria; Zackaria Nairoukh; Dearomative spirocyclization of ynamides. Chem. Sci. 2024, 15, 19136-19141. [CrossRef]
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Subjects: Chemistry, Organic
Contributor MDPI registered users' name will be linked to their SciProfiles pages. To register with us, please refer to https://encyclopedia.pub/register : Helena Kang
View Times: 4
Entry Collection: Organic Chemistry
Revision: 1 time (View History)
Update Date: 19 Oct 2026
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