Year
Event
1551
War with Lovek.
1556
War with Lovek.
1557
Building of Wicha Prasitwong Fortress at the entrance of Khlong Bangkok Yai at Thonburi's south-eastern corner.

[Reference: The Chao Phya, River in Transition - Steve Van Beeck (1995) - page 44.]
1563
Foundation of Thonburi, a key settlement by the seventeenth century. It was called Thonburi Si Maha Samut (Oceanic City of Great Wealth) by the
Siamese. Thonburi was a customs port but had also a strategic military importance.

[Reference: The Chao Phya, River in Transition - Steve Van Beeck (1995) - page 41.]
1563/4
Burma invades Ayutthaya.
1564
Burma invades Lan Chang.
1568/9
Burma invades Ayutthaya.
1569
Death of King Chakkraphat (r. 1548-1569). Enthronement of King Mahin (r. 1569).

[Ref: Royal Chronicles of Ayutthaya]
  Reign of King Mahin (1569)
1569
2 Aug
First fall of Ayutthaya.
1569
Death of King Mahin (r. 1569). Enthronement of King Maha Thammaracha also known as King Phra Sri Sanphet (reign 1569-1590).

[Ref: Royal Chronicles of Ayutthaya]
  Reign of King Maha Thammaracha (1569-1590)
1580
Cambodian attack on Nakhon Ratchasima.

[Ref: Vickery - Review of The Short History of the Kings of Siam - JSS 64 2; Van Vliet (1640) - The Short History of the Kings of Siam; The Royal
Chronicles of Ayutthaya - Richard D. Cushman (2006) / Source: Luang Prasoet. ]
1590
Death of Maha Thammaracha (reign 1569-1590). Enthronement of King Naresuan (r. 1590-1605).

[Ref: Royal Chronicles of Ayutthaya]
  Reign of King Naresuan (1590-1605)
1593-4
Invasion of Lovek (Cambodia) by Ayutthaya in the reign of King Thammaracha. Phraya Chakri and Phraya Kalahom led the Siamese forces, followed by
Prince Naresuan in the rear guard. The Cambodian king escaped to Laos while his brother was captured and taken to Ayutthaya.

[Ref: Van Vliet, Jeremias. The Short History of the Kings of Siam. Bangkok: The Siam Society, 1975 (Translated by David Wyatt); Vickery - Review of
The Short History of the Kings of Siam - JSS 64 2]
1595
Embassy sent by the Portuguese Captain of Malacca, D. Francisco de Silva de Menezes in order to request the King of Siam to release the Portuguese
and Christian captives taken during his war with Lovek (Cambodia) in 1594.  

[Ref: Embassies and Surrogates: case-study of a Malacca Embassy to Siam in 1595 - Teotonio R. De Souza (1989)]
   
1550 - 1599